From a4eb0d2d6a6213807071f877b9fa071f291d1b3c Mon Sep 17 00:00:00 2001
From: Elad Ben-Israel <benisrae@amazon.com>
Date: Wed, 7 Nov 2018 12:21:13 +0200
Subject: [PATCH] fix(jsii-runtime): treat "null" as "undefined"

Since most languages do not have a distinction between "null" and
"undefined", jsii will effectively convert any "null" value passed into
an argument, a property or inside an object to "undefined".

Adds a compliance test to Java and .NET called "NullShouldBeTreatedAsUndefined".

Fixes awslabs/aws-cdk#157
Fixes #282
---
 .vscode/settings.json                         |   3 +
 packages/jsii-calc/lib/compliance.ts          |  46 ++++++++
 packages/jsii-calc/test/assembly.jsii         |  96 +++++++++++++++-
 .../ComplianceTests.cs                        |  21 ++++
 .../jsii-java-runtime-test/project/.gitignore |   2 +
 .../amazon/jsii/testing/ComplianceTest.java   |  14 +++
 packages/jsii-java-runtime/project/.gitignore |   2 +
 packages/jsii-kernel/lib/kernel.ts            |   5 +-
 packages/jsii-kernel/test/test.kernel.ts      |  23 ++++
 .../jsii/tests/calculator/base/$Module.class  | Bin 0 -> 2789 bytes
 .../calculator/base/Base$Jsii$Proxy.class     | Bin 0 -> 1405 bytes
 .../jsii/tests/calculator/base/Base.class     | Bin 0 -> 1873 bytes
 .../calculator/base/BaseProps$Builder.class   | Bin 0 -> 4568 bytes
 .../base/BaseProps$Jsii$Proxy.class           | Bin 0 -> 4425 bytes
 .../tests/calculator/base/BaseProps.class     | Bin 0 -> 3305 bytes
 .../jsii/tests/calculator/lib/$Module.class   | Bin 0 -> 3181 bytes
 .../calculator/lib/EnumFromScopedModule.class | Bin 0 -> 1341 bytes
 .../lib/IDoublable$Jsii$Proxy.class           | Bin 0 -> 1869 bytes
 .../tests/calculator/lib/IDoublable.class     | Bin 0 -> 1347 bytes
 .../calculator/lib/IFriendly$Jsii$Proxy.class | Bin 0 -> 1855 bytes
 .../jsii/tests/calculator/lib/IFriendly.class | Bin 0 -> 1335 bytes
 .../lib/MyFirstStruct$Builder.class           | Bin 0 -> 6362 bytes
 .../lib/MyFirstStruct$Jsii$Proxy.class        | Bin 0 -> 5561 bytes
 .../tests/calculator/lib/MyFirstStruct.class  | Bin 0 -> 4728 bytes
 .../jsii/tests/calculator/lib/Number.class    | Bin 0 -> 2330 bytes
 .../calculator/lib/Operation$Jsii$Proxy.class | Bin 0 -> 2510 bytes
 .../jsii/tests/calculator/lib/Operation.class | Bin 0 -> 1922 bytes
 .../lib/StructWithOnlyOptionals$Builder.class | Bin 0 -> 7096 bytes
 .../StructWithOnlyOptionals$Jsii$Proxy.class  | Bin 0 -> 6414 bytes
 .../lib/StructWithOnlyOptionals.class         | Bin 0 -> 4928 bytes
 .../calculator/lib/Value$Jsii$Proxy.class     | Bin 0 -> 2123 bytes
 .../jsii/tests/calculator/lib/Value.class     | Bin 0 -> 2447 bytes
 .../.jsii                                     |  96 +++++++++++++++-
 .../INullShouldBeTreatedAsUndefinedData.cs    |  22 ++++
 .../NullShouldBeTreatedAsUndefined.cs         |  46 ++++++++
 .../NullShouldBeTreatedAsUndefinedData.cs     |  21 ++++
 ...NullShouldBeTreatedAsUndefinedDataProxy.cs |  26 +++++
 .../jsii/tests/calculator/$Module.class       | Bin 0 -> 7799 bytes
 .../calculator/AbstractClass$Jsii$Proxy.class | Bin 0 -> 3198 bytes
 .../jsii/tests/calculator/AbstractClass.class | Bin 0 -> 3284 bytes
 .../AbstractClassBase$Jsii$Proxy.class        | Bin 0 -> 2060 bytes
 .../tests/calculator/AbstractClassBase.class  | Bin 0 -> 2050 bytes
 .../calculator/AbstractClassReturner.class    | Bin 0 -> 3202 bytes
 .../amazon/jsii/tests/calculator/Add.class    | Bin 0 -> 2721 bytes
 .../jsii/tests/calculator/AllTypes.class      | Bin 0 -> 10166 bytes
 .../jsii/tests/calculator/AllTypesEnum.class  | Bin 0 -> 1335 bytes
 .../tests/calculator/AllowedMethodNames.class | Bin 0 -> 3610 bytes
 .../calculator/AsyncVirtualMethods.class      | Bin 0 -> 3442 bytes
 .../BinaryOperation$Jsii$Proxy.class          | Bin 0 -> 3316 bytes
 .../tests/calculator/BinaryOperation.class    | Bin 0 -> 3442 bytes
 .../jsii/tests/calculator/Calculator.class    | Bin 0 -> 7357 bytes
 .../calculator/CalculatorProps$Builder.class  | Bin 0 -> 5138 bytes
 .../CalculatorProps$Jsii$Proxy.class          | Bin 0 -> 4562 bytes
 .../tests/calculator/CalculatorProps.class    | Bin 0 -> 3820 bytes
 ...lassWithMutableObjectLiteralProperty.class | Bin 0 -> 2323 bytes
 ...ateConstructorAndAutomaticProperties.class | Bin 0 -> 3680 bytes
 .../DefaultedConstructorArgument.class        | Bin 0 -> 3697 bytes
 .../DerivedClassHasNoProperties/Base.class    | Bin 0 -> 2050 bytes
 .../DerivedClassHasNoProperties/Derived.class | Bin 0 -> 1411 bytes
 .../calculator/DerivedStruct$Builder.class    | Bin 0 -> 8833 bytes
 .../calculator/DerivedStruct$Jsii$Proxy.class | Bin 0 -> 6737 bytes
 .../jsii/tests/calculator/DerivedStruct.class | Bin 0 -> 5625 bytes
 .../calculator/DoNotOverridePrivates.class    | Bin 0 -> 2426 bytes
 .../jsii/tests/calculator/DoubleTrouble.class | Bin 0 -> 2517 bytes
 .../jsii/tests/calculator/GiveMeStructs.class | Bin 0 -> 3573 bytes
 .../calculator/IFriendlier$Jsii$Proxy.class   | Bin 0 -> 2500 bytes
 .../jsii/tests/calculator/IFriendlier.class   | Bin 0 -> 1885 bytes
 .../IFriendlyRandomGenerator$Jsii$Proxy.class | Bin 0 -> 2581 bytes
 .../calculator/IFriendlyRandomGenerator.class | Bin 0 -> 626 bytes
 ...eThatShouldNotBeADataType$Jsii$Proxy.class | Bin 0 -> 2875 bytes
 .../IInterfaceThatShouldNotBeADataType.class  | Bin 0 -> 1944 bytes
 .../IInterfaceWithMethods$Jsii$Proxy.class    | Bin 0 -> 2401 bytes
 .../calculator/IInterfaceWithMethods.class    | Bin 0 -> 1563 bytes
 ...thOptionalMethodArguments$Jsii$Proxy.class | Bin 0 -> 2800 bytes
 ...InterfaceWithOptionalMethodArguments.class | Bin 0 -> 1883 bytes
 .../IRandomNumberGenerator$Jsii$Proxy.class   | Bin 0 -> 1921 bytes
 .../calculator/IRandomNumberGenerator.class   | Bin 0 -> 1370 bytes
 .../IReturnsNumber$Jsii$Proxy.class           | Bin 0 -> 2681 bytes
 .../tests/calculator/IReturnsNumber.class     | Bin 0 -> 1820 bytes
 .../ImplictBaseOfBase$Builder.class           | Bin 0 -> 6343 bytes
 .../ImplictBaseOfBase$Jsii$Proxy.class        | Bin 0 -> 5865 bytes
 .../tests/calculator/ImplictBaseOfBase.class  | Bin 0 -> 4250 bytes
 ...ceImplementedByAbstractClass$Builder.class | Bin 0 -> 2667 bytes
 ...mplementedByAbstractClass$Jsii$Proxy.class | Bin 0 -> 2516 bytes
 .../InterfaceImplementedByAbstractClass.class | Bin 0 -> 2253 bytes
 .../Foo.class                                 | Bin 0 -> 2263 bytes
 .../Hello$Builder.class                       | Bin 0 -> 3267 bytes
 .../Hello$Jsii$Proxy.class                    | Bin 0 -> 3118 bytes
 .../Hello.class                               | Bin 0 -> 2676 bytes
 .../Hello$Builder.class                       | Bin 0 -> 3253 bytes
 .../Hello$Jsii$Proxy.class                    | Bin 0 -> 3106 bytes
 .../Hello.class                               | Bin 0 -> 2664 bytes
 .../InterfaceWithProperties$Builder.class     | Bin 0 -> 3894 bytes
 .../InterfaceWithProperties$Jsii$Proxy.class  | Bin 0 -> 3624 bytes
 .../calculator/InterfaceWithProperties.class  | Bin 0 -> 3094 bytes
 ...rfaceWithPropertiesExtension$Builder.class | Bin 0 -> 5789 bytes
 ...ceWithPropertiesExtension$Jsii$Proxy.class | Bin 0 -> 5148 bytes
 .../InterfaceWithPropertiesExtension.class    | Bin 0 -> 4143 bytes
 .../JSObjectLiteralForInterface.class         | Bin 0 -> 2577 bytes
 .../calculator/JSObjectLiteralToNative.class  | Bin 0 -> 1965 bytes
 .../JSObjectLiteralToNativeClass.class        | Bin 0 -> 2721 bytes
 .../tests/calculator/JavaReservedWords.class  | Bin 0 -> 10895 bytes
 .../jsii/tests/calculator/Multiply.class      | Bin 0 -> 4013 bytes
 .../MutableObjectLiteral$Builder.class        | Bin 0 -> 2944 bytes
 .../MutableObjectLiteral$Jsii$Proxy.class     | Bin 0 -> 2897 bytes
 .../calculator/MutableObjectLiteral.class     | Bin 0 -> 2440 bytes
 .../amazon/jsii/tests/calculator/Negate.class | Bin 0 -> 3495 bytes
 .../calculator/NodeStandardLibrary.class      | Bin 0 -> 2916 bytes
 .../NullShouldBeTreatedAsUndefined.class      | Bin 0 -> 4345 bytes
 ...ouldBeTreatedAsUndefinedData$Builder.class | Bin 0 -> 4959 bytes
 ...dBeTreatedAsUndefinedData$Jsii$Proxy.class | Bin 0 -> 4488 bytes
 .../NullShouldBeTreatedAsUndefinedData.class  | Bin 0 -> 3882 bytes
 .../tests/calculator/NumberGenerator.class    | Bin 0 -> 3331 bytes
 .../calculator/ObjectRefsInCollections.class  | Bin 0 -> 1731 bytes
 .../OptionalConstructorArgument.class         | Bin 0 -> 3731 bytes
 .../calculator/OverrideReturnsObject.class    | Bin 0 -> 1894 bytes
 .../jsii/tests/calculator/Polymorphism.class  | Bin 0 -> 1869 bytes
 .../amazon/jsii/tests/calculator/Power.class  | Bin 0 -> 2877 bytes
 .../ReferenceEnumFromScopedPackage.class      | Bin 0 -> 3418 bytes
 .../calculator/RuntimeTypeChecking.class      | Bin 0 -> 5238 bytes
 .../jsii/tests/calculator/Statics.class       | Bin 0 -> 5574 bytes
 .../jsii/tests/calculator/StringEnum.class    | Bin 0 -> 1095 bytes
 .../amazon/jsii/tests/calculator/Sum.class    | Bin 0 -> 2198 bytes
 .../tests/calculator/SyncVirtualMethods.class | Bin 0 -> 7412 bytes
 .../jsii/tests/calculator/Thrower.class       | Bin 0 -> 1601 bytes
 .../UnaryOperation$Jsii$Proxy.class           | Bin 0 -> 2618 bytes
 .../tests/calculator/UnaryOperation.class     | Bin 0 -> 2321 bytes
 .../calculator/UnionProperties$Builder.class  | Bin 0 -> 5821 bytes
 .../UnionProperties$Jsii$Proxy.class          | Bin 0 -> 4868 bytes
 .../tests/calculator/UnionProperties.class    | Bin 0 -> 3883 bytes
 .../calculator/UseBundledDependency.class     | Bin 0 -> 1866 bytes
 .../jsii/tests/calculator/UseCalcBase.class   | Bin 0 -> 1811 bytes
 .../UsesInterfaceWithProperties.class         | Bin 0 -> 3699 bytes
 .../tests/calculator/VariadicMethod.class     | Bin 0 -> 1709 bytes
 .../calculator/VirtualMethodPlayground.class  | Bin 0 -> 2754 bytes
 ...siteOperation$CompositionStringStyle.class | Bin 0 -> 3559 bytes
 .../CompositeOperation$Jsii$Proxy.class       | Bin 0 -> 4814 bytes
 .../composition/CompositeOperation.class      | Bin 0 -> 5734 bytes
 .../amazon/jsii/tests/calculator/$Module.java |   2 +
 .../NullShouldBeTreatedAsUndefined.java       |  45 ++++++++
 .../NullShouldBeTreatedAsUndefinedData.java   | 108 ++++++++++++++++++
 .../expected.jsii-calc/sphinx/jsii-calc.rst   |  95 +++++++++++++++
 142 files changed, 669 insertions(+), 4 deletions(-)
 create mode 100644 .vscode/settings.json
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-base/java/bin/src/main/java/software/amazon/jsii/tests/calculator/base/$Module.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-base/java/bin/src/main/java/software/amazon/jsii/tests/calculator/base/Base$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-base/java/bin/src/main/java/software/amazon/jsii/tests/calculator/base/Base.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-base/java/bin/src/main/java/software/amazon/jsii/tests/calculator/base/BaseProps$Builder.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-base/java/bin/src/main/java/software/amazon/jsii/tests/calculator/base/BaseProps$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-base/java/bin/src/main/java/software/amazon/jsii/tests/calculator/base/BaseProps.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-lib/java/bin/src/main/java/software/amazon/jsii/tests/calculator/lib/$Module.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-lib/java/bin/src/main/java/software/amazon/jsii/tests/calculator/lib/EnumFromScopedModule.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-lib/java/bin/src/main/java/software/amazon/jsii/tests/calculator/lib/IDoublable$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-lib/java/bin/src/main/java/software/amazon/jsii/tests/calculator/lib/IDoublable.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-lib/java/bin/src/main/java/software/amazon/jsii/tests/calculator/lib/IFriendly$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-lib/java/bin/src/main/java/software/amazon/jsii/tests/calculator/lib/IFriendly.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-lib/java/bin/src/main/java/software/amazon/jsii/tests/calculator/lib/MyFirstStruct$Builder.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-lib/java/bin/src/main/java/software/amazon/jsii/tests/calculator/lib/MyFirstStruct$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-lib/java/bin/src/main/java/software/amazon/jsii/tests/calculator/lib/MyFirstStruct.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-lib/java/bin/src/main/java/software/amazon/jsii/tests/calculator/lib/Number.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-lib/java/bin/src/main/java/software/amazon/jsii/tests/calculator/lib/Operation$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-lib/java/bin/src/main/java/software/amazon/jsii/tests/calculator/lib/Operation.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-lib/java/bin/src/main/java/software/amazon/jsii/tests/calculator/lib/StructWithOnlyOptionals$Builder.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-lib/java/bin/src/main/java/software/amazon/jsii/tests/calculator/lib/StructWithOnlyOptionals$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-lib/java/bin/src/main/java/software/amazon/jsii/tests/calculator/lib/StructWithOnlyOptionals.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-lib/java/bin/src/main/java/software/amazon/jsii/tests/calculator/lib/Value$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc-lib/java/bin/src/main/java/software/amazon/jsii/tests/calculator/lib/Value.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/dotnet/Amazon.JSII.Tests.CalculatorPackageId/Amazon/JSII/Tests/CalculatorNamespace/INullShouldBeTreatedAsUndefinedData.cs
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/dotnet/Amazon.JSII.Tests.CalculatorPackageId/Amazon/JSII/Tests/CalculatorNamespace/NullShouldBeTreatedAsUndefined.cs
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/dotnet/Amazon.JSII.Tests.CalculatorPackageId/Amazon/JSII/Tests/CalculatorNamespace/NullShouldBeTreatedAsUndefinedData.cs
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/dotnet/Amazon.JSII.Tests.CalculatorPackageId/Amazon/JSII/Tests/CalculatorNamespace/NullShouldBeTreatedAsUndefinedDataProxy.cs
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/$Module.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/AbstractClass$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/AbstractClass.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/AbstractClassBase$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/AbstractClassBase.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/AbstractClassReturner.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/Add.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/AllTypes.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/AllTypesEnum.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/AllowedMethodNames.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/AsyncVirtualMethods.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/BinaryOperation$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/BinaryOperation.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/Calculator.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/CalculatorProps$Builder.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/CalculatorProps$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/CalculatorProps.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/ClassWithMutableObjectLiteralProperty.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/ClassWithPrivateConstructorAndAutomaticProperties.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/DefaultedConstructorArgument.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/DerivedClassHasNoProperties/Base.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/DerivedClassHasNoProperties/Derived.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/DerivedStruct$Builder.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/DerivedStruct$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/DerivedStruct.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/DoNotOverridePrivates.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/DoubleTrouble.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/GiveMeStructs.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IFriendlier$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IFriendlier.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IFriendlyRandomGenerator$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IFriendlyRandomGenerator.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IInterfaceThatShouldNotBeADataType$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IInterfaceThatShouldNotBeADataType.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IInterfaceWithMethods$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IInterfaceWithMethods.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IInterfaceWithOptionalMethodArguments$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IInterfaceWithOptionalMethodArguments.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IRandomNumberGenerator$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IRandomNumberGenerator.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IReturnsNumber$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IReturnsNumber.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/ImplictBaseOfBase$Builder.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/ImplictBaseOfBase$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/ImplictBaseOfBase.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/InterfaceImplementedByAbstractClass$Builder.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/InterfaceImplementedByAbstractClass$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/InterfaceImplementedByAbstractClass.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/InterfaceInNamespaceIncludesClasses/Foo.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/InterfaceInNamespaceIncludesClasses/Hello$Builder.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/InterfaceInNamespaceIncludesClasses/Hello$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/InterfaceInNamespaceIncludesClasses/Hello.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/InterfaceInNamespaceOnlyInterface/Hello$Builder.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/InterfaceInNamespaceOnlyInterface/Hello$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/InterfaceInNamespaceOnlyInterface/Hello.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/InterfaceWithProperties$Builder.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/InterfaceWithProperties$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/InterfaceWithProperties.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/InterfaceWithPropertiesExtension$Builder.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/InterfaceWithPropertiesExtension$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/InterfaceWithPropertiesExtension.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/JSObjectLiteralForInterface.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/JSObjectLiteralToNative.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/JSObjectLiteralToNativeClass.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/JavaReservedWords.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/Multiply.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/MutableObjectLiteral$Builder.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/MutableObjectLiteral$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/MutableObjectLiteral.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/Negate.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/NodeStandardLibrary.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/NullShouldBeTreatedAsUndefined.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/NullShouldBeTreatedAsUndefinedData$Builder.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/NullShouldBeTreatedAsUndefinedData$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/NullShouldBeTreatedAsUndefinedData.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/NumberGenerator.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/ObjectRefsInCollections.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/OptionalConstructorArgument.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/OverrideReturnsObject.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/Polymorphism.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/Power.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/ReferenceEnumFromScopedPackage.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/RuntimeTypeChecking.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/Statics.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/StringEnum.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/Sum.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/SyncVirtualMethods.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/Thrower.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/UnaryOperation$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/UnaryOperation.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/UnionProperties$Builder.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/UnionProperties$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/UnionProperties.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/UseBundledDependency.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/UseCalcBase.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/UsesInterfaceWithProperties.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/VariadicMethod.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/VirtualMethodPlayground.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/composition/CompositeOperation$CompositionStringStyle.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/composition/CompositeOperation$Jsii$Proxy.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/composition/CompositeOperation.class
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/src/main/java/software/amazon/jsii/tests/calculator/NullShouldBeTreatedAsUndefined.java
 create mode 100644 packages/jsii-pacmak/test/expected.jsii-calc/java/src/main/java/software/amazon/jsii/tests/calculator/NullShouldBeTreatedAsUndefinedData.java

diff --git a/.vscode/settings.json b/.vscode/settings.json
new file mode 100644
index 0000000000..1133129421
--- /dev/null
+++ b/.vscode/settings.json
@@ -0,0 +1,3 @@
+{
+  "java.configuration.updateBuildConfiguration": "automatic"
+}
\ No newline at end of file
diff --git a/packages/jsii-calc/lib/compliance.ts b/packages/jsii-calc/lib/compliance.ts
index 783a5a94cf..bb6fb9ea10 100644
--- a/packages/jsii-calc/lib/compliance.ts
+++ b/packages/jsii-calc/lib/compliance.ts
@@ -939,3 +939,49 @@ export interface IInterfaceWithMethods {
 export interface IInterfaceThatShouldNotBeADataType extends IInterfaceWithMethods {
     readonly otherValue: string;
 }
+
+/**
+ * jsii#282, aws-cdk#157: null should be treated as "undefined"
+ */
+export class NullShouldBeTreatedAsUndefined {
+    public changeMeToUndefined? = "hello";
+
+    constructor(_param1: string, optional?: any) {
+        if (optional !== undefined) {
+            throw new Error('Expecting second constructor argument to be "undefined"');
+        }
+    }
+
+    public giveMeUndefined(value?: any) {
+        if (value !== undefined) {
+            throw new Error('I am disappointed. I expected undefined and got: ' + JSON.stringify(value));
+        }
+    }
+
+    public giveMeUndefinedInsideAnObject(input: NullShouldBeTreatedAsUndefinedData) {
+        if (input.thisShouldBeUndefined !== undefined) {
+            throw new Error('I am disappointed. I expected undefined in "thisShouldBeUndefined" and got: ' + JSON.stringify(input));
+        }
+
+        const array = input.arrayWithThreeElementsAndUndefinedAsSecondArgument;
+        if (array.length !== 3) {
+            throw new Error('Expecting "arrayWithThreeElementsAndUndefinedAsSecondArgument" to have three elements: ' + JSON.stringify(input));
+        }
+
+        if (array[1] !== undefined) {
+            throw new Error('Expected arrayWithThreeElementsAndUndefinedAsSecondArgument[1] to be undefined: ' + JSON.stringify(input))
+        }
+    }
+
+    public verifyPropertyIsUndefined() {
+        if (this.changeMeToUndefined !== undefined) {
+            throw new Error('Expecting property "changeMeToUndefined" to be undefined, and it is: ' + this.changeMeToUndefined);
+        }
+    }
+}
+
+export interface NullShouldBeTreatedAsUndefinedData {
+    thisShouldBeUndefined?: any;
+    arrayWithThreeElementsAndUndefinedAsSecondArgument: any[];
+}
+
diff --git a/packages/jsii-calc/test/assembly.jsii b/packages/jsii-calc/test/assembly.jsii
index 97e7a8e8a5..f67548d7a0 100644
--- a/packages/jsii-calc/test/assembly.jsii
+++ b/packages/jsii-calc/test/assembly.jsii
@@ -2240,6 +2240,100 @@
         }
       ]
     },
+    "jsii-calc.NullShouldBeTreatedAsUndefined": {
+      "assembly": "jsii-calc",
+      "docs": {
+        "comment": "jsii#282, aws-cdk#157: null should be treated as \"undefined\""
+      },
+      "fqn": "jsii-calc.NullShouldBeTreatedAsUndefined",
+      "initializer": {
+        "initializer": true,
+        "parameters": [
+          {
+            "name": "_param1",
+            "type": {
+              "primitive": "string"
+            }
+          },
+          {
+            "name": "optional",
+            "type": {
+              "optional": true,
+              "primitive": "any"
+            }
+          }
+        ]
+      },
+      "kind": "class",
+      "methods": [
+        {
+          "name": "giveMeUndefined",
+          "parameters": [
+            {
+              "name": "value",
+              "type": {
+                "optional": true,
+                "primitive": "any"
+              }
+            }
+          ]
+        },
+        {
+          "name": "giveMeUndefinedInsideAnObject",
+          "parameters": [
+            {
+              "name": "input",
+              "type": {
+                "fqn": "jsii-calc.NullShouldBeTreatedAsUndefinedData"
+              }
+            }
+          ]
+        },
+        {
+          "name": "verifyPropertyIsUndefined"
+        }
+      ],
+      "name": "NullShouldBeTreatedAsUndefined",
+      "properties": [
+        {
+          "name": "changeMeToUndefined",
+          "type": {
+            "optional": true,
+            "primitive": "string"
+          }
+        }
+      ]
+    },
+    "jsii-calc.NullShouldBeTreatedAsUndefinedData": {
+      "assembly": "jsii-calc",
+      "datatype": true,
+      "fqn": "jsii-calc.NullShouldBeTreatedAsUndefinedData",
+      "kind": "interface",
+      "name": "NullShouldBeTreatedAsUndefinedData",
+      "properties": [
+        {
+          "abstract": true,
+          "name": "arrayWithThreeElementsAndUndefinedAsSecondArgument",
+          "type": {
+            "collection": {
+              "elementtype": {
+                "optional": true,
+                "primitive": "any"
+              },
+              "kind": "array"
+            }
+          }
+        },
+        {
+          "abstract": true,
+          "name": "thisShouldBeUndefined",
+          "type": {
+            "optional": true,
+            "primitive": "any"
+          }
+        }
+      ]
+    },
     "jsii-calc.NumberGenerator": {
       "assembly": "jsii-calc",
       "docs": {
@@ -3412,5 +3506,5 @@
     }
   },
   "version": "0.7.8",
-  "fingerprint": "Xn7Rk17rqR3AaMx3+ssxT0GR1sCWwz0OGC+C8QuLI3A="
+  "fingerprint": "pk8FZVsu/yw+n0kGFMHn2Oan1rI1PjQQsUqnp+yB3js="
 }
diff --git a/packages/jsii-dotnet-runtime-test/test/Amazon.JSII.Runtime.IntegrationTests/ComplianceTests.cs b/packages/jsii-dotnet-runtime-test/test/Amazon.JSII.Runtime.IntegrationTests/ComplianceTests.cs
index ff6747a7be..7cd6934249 100644
--- a/packages/jsii-dotnet-runtime-test/test/Amazon.JSII.Runtime.IntegrationTests/ComplianceTests.cs
+++ b/packages/jsii-dotnet-runtime-test/test/Amazon.JSII.Runtime.IntegrationTests/ComplianceTests.cs
@@ -827,6 +827,27 @@ public void TestReturnInterfaceFromOverride()
             Assert.Equal(4 * n, obj.Test(arg));
         }
 
+        [Fact(DisplayName = Prefix + nameof(NullShouldBeTreatedAsUndefined))]
+        public void NullShouldBeTreatedAsUndefined()
+        {
+            // ctor
+            var obj = new NullShouldBeTreatedAsUndefined("param1", null);
+
+            // method argument
+            obj.GiveMeUndefined(null);
+
+            // inside object
+            obj.GiveMeUndefinedInsideAnObject(new NullShouldBeTreatedAsUndefinedData
+            {
+                ThisShouldBeUndefined = null,
+                ArrayWithThreeElementsAndUndefinedAsSecondArgument = new[] { "hello", null, "world" }
+            });
+
+            // property
+            obj.ChangeMeToUndefined = null;
+            obj.VerifyPropertyIsUndefined();
+        }
+
         class NumberReturner : DeputyBase, IIReturnsNumber
         {
             public NumberReturner(double number)
diff --git a/packages/jsii-java-runtime-test/project/.gitignore b/packages/jsii-java-runtime-test/project/.gitignore
index 58d35b13a4..46aa9ff1a5 100644
--- a/packages/jsii-java-runtime-test/project/.gitignore
+++ b/packages/jsii-java-runtime-test/project/.gitignore
@@ -1,3 +1,5 @@
+bin/
+
 !index.js
 .idea
 pom.xml
diff --git a/packages/jsii-java-runtime-test/project/src/test/java/software/amazon/jsii/testing/ComplianceTest.java b/packages/jsii-java-runtime-test/project/src/test/java/software/amazon/jsii/testing/ComplianceTest.java
index f2c437819b..48dac8a445 100644
--- a/packages/jsii-java-runtime-test/project/src/test/java/software/amazon/jsii/testing/ComplianceTest.java
+++ b/packages/jsii-java-runtime-test/project/src/test/java/software/amazon/jsii/testing/ComplianceTest.java
@@ -25,6 +25,8 @@
 import software.amazon.jsii.tests.calculator.Multiply;
 import software.amazon.jsii.tests.calculator.Negate;
 import software.amazon.jsii.tests.calculator.NodeStandardLibrary;
+import software.amazon.jsii.tests.calculator.NullShouldBeTreatedAsUndefined;
+import software.amazon.jsii.tests.calculator.NullShouldBeTreatedAsUndefinedData;
 import software.amazon.jsii.tests.calculator.NumberGenerator;
 import software.amazon.jsii.tests.calculator.Polymorphism;
 import software.amazon.jsii.tests.calculator.Power;
@@ -927,6 +929,18 @@ public void classWithPrivateConstructorAndAutomaticProperties() {
         assertEquals("Hello", obj.getReadOnlyString());
     }
 
+    @Test
+    public void nullShouldBeTreatedAsUndefined() {
+        NullShouldBeTreatedAsUndefined obj = new NullShouldBeTreatedAsUndefined("hello", null);
+        obj.giveMeUndefined(null);
+        obj.giveMeUndefinedInsideAnObject(NullShouldBeTreatedAsUndefinedData.builder()
+                .withThisShouldBeUndefined(null)
+                .withArrayWithThreeElementsAndUndefinedAsSecondArgument(Arrays.asList("hello", null, "boom"))
+                .build());
+        obj.setChangeMeToUndefined(null);
+        obj.verifyPropertyIsUndefined();
+    }
+
     static class MulTen extends Multiply {
         public MulTen(final int value) {
             super(new Number(value), new Number(10));
diff --git a/packages/jsii-java-runtime/project/.gitignore b/packages/jsii-java-runtime/project/.gitignore
index d0b519a66f..a6e9c72336 100644
--- a/packages/jsii-java-runtime/project/.gitignore
+++ b/packages/jsii-java-runtime/project/.gitignore
@@ -1,3 +1,5 @@
+bin/
+
 !index.js
 .idea
 pom.xml
diff --git a/packages/jsii-kernel/lib/kernel.ts b/packages/jsii-kernel/lib/kernel.ts
index a7f5241ba9..c508e34599 100644
--- a/packages/jsii-kernel/lib/kernel.ts
+++ b/packages/jsii-kernel/lib/kernel.ts
@@ -877,9 +877,10 @@ export class Kernel {
             return undefined;
         }
 
-        // null
+        // null is treated as "undefined" because most languages do not have this distinction
+        // see awslabs/aws-cdk#157 and awslabs/jsii#282
         if (v === null) {
-            return null;
+            return undefined;
         }
 
         // pointer
diff --git a/packages/jsii-kernel/test/test.kernel.ts b/packages/jsii-kernel/test/test.kernel.ts
index bd778be7d5..7d54fe430f 100644
--- a/packages/jsii-kernel/test/test.kernel.ts
+++ b/packages/jsii-kernel/test/test.kernel.ts
@@ -936,6 +936,29 @@ defineTest('overrides: skip overrides of private properties', async (test, sandb
     test.deepEqual(result.result, 'privateProperty');
 });
 
+defineTest('nulls are converted to undefined - ctor', async (_test, sandbox) => {
+    sandbox.create({ fqn: 'jsii-calc.NullShouldBeTreatedAsUndefined', args: [ "foo", null ] });
+});
+
+defineTest('nulls are converted to undefined - method arguments', async (_test, sandbox) => {
+    const objref = sandbox.create({ fqn: 'jsii-calc.NullShouldBeTreatedAsUndefined', args: [ "foo" ] });
+    sandbox.invoke({ objref, method: 'giveMeUndefined', args: [ null ] });
+});
+
+defineTest('nulls are converted to undefined - inside objects', async (_test, sandbox) => {
+    const objref = sandbox.create({ fqn: 'jsii-calc.NullShouldBeTreatedAsUndefined', args: [ "foo" ] });
+    sandbox.invoke({ objref, method: 'giveMeUndefinedInsideAnObject', args: [ {
+        thisShouldBeUndefined: null,
+        arrayWithThreeElementsAndUndefinedAsSecondArgument: [ 'one', null, 'two' ]
+    } ]});
+});
+
+defineTest('nulls are converted to undefined - properties', async (_test, sandbox) => {
+    const objref = sandbox.create({ fqn: 'jsii-calc.NullShouldBeTreatedAsUndefined', args: [ "foo" ] });
+    sandbox.set({ objref, property: 'changeMeToUndefined', value: null });
+    sandbox.invoke({ objref, method: 'verifyPropertyIsUndefined' });
+});
+
 // =================================================================================================
 
 const testNames: { [name: string]: boolean } = { };
diff --git a/packages/jsii-pacmak/test/expected.jsii-calc-base/java/bin/src/main/java/software/amazon/jsii/tests/calculator/base/$Module.class b/packages/jsii-pacmak/test/expected.jsii-calc-base/java/bin/src/main/java/software/amazon/jsii/tests/calculator/base/$Module.class
new file mode 100644
index 0000000000000000000000000000000000000000..8f2c52a6424a173761850ab1d43f3889da06065b
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc-base/java/bin/src/main/java/software/amazon/jsii/tests/calculator/base/BaseProps.class b/packages/jsii-pacmak/test/expected.jsii-calc-base/java/bin/src/main/java/software/amazon/jsii/tests/calculator/base/BaseProps.class
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc-lib/java/bin/src/main/java/software/amazon/jsii/tests/calculator/lib/$Module.class b/packages/jsii-pacmak/test/expected.jsii-calc-lib/java/bin/src/main/java/software/amazon/jsii/tests/calculator/lib/$Module.class
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc-lib/java/bin/src/main/java/software/amazon/jsii/tests/calculator/lib/EnumFromScopedModule.class b/packages/jsii-pacmak/test/expected.jsii-calc-lib/java/bin/src/main/java/software/amazon/jsii/tests/calculator/lib/EnumFromScopedModule.class
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new file mode 100644
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new file mode 100644
index 0000000000000000000000000000000000000000..cdd97249c81699eab42419453f3ebf879477dd24
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/dotnet/Amazon.JSII.Tests.CalculatorPackageId/.jsii b/packages/jsii-pacmak/test/expected.jsii-calc/dotnet/Amazon.JSII.Tests.CalculatorPackageId/.jsii
index 97e7a8e8a5..f67548d7a0 100644
--- a/packages/jsii-pacmak/test/expected.jsii-calc/dotnet/Amazon.JSII.Tests.CalculatorPackageId/.jsii
+++ b/packages/jsii-pacmak/test/expected.jsii-calc/dotnet/Amazon.JSII.Tests.CalculatorPackageId/.jsii
@@ -2240,6 +2240,100 @@
         }
       ]
     },
+    "jsii-calc.NullShouldBeTreatedAsUndefined": {
+      "assembly": "jsii-calc",
+      "docs": {
+        "comment": "jsii#282, aws-cdk#157: null should be treated as \"undefined\""
+      },
+      "fqn": "jsii-calc.NullShouldBeTreatedAsUndefined",
+      "initializer": {
+        "initializer": true,
+        "parameters": [
+          {
+            "name": "_param1",
+            "type": {
+              "primitive": "string"
+            }
+          },
+          {
+            "name": "optional",
+            "type": {
+              "optional": true,
+              "primitive": "any"
+            }
+          }
+        ]
+      },
+      "kind": "class",
+      "methods": [
+        {
+          "name": "giveMeUndefined",
+          "parameters": [
+            {
+              "name": "value",
+              "type": {
+                "optional": true,
+                "primitive": "any"
+              }
+            }
+          ]
+        },
+        {
+          "name": "giveMeUndefinedInsideAnObject",
+          "parameters": [
+            {
+              "name": "input",
+              "type": {
+                "fqn": "jsii-calc.NullShouldBeTreatedAsUndefinedData"
+              }
+            }
+          ]
+        },
+        {
+          "name": "verifyPropertyIsUndefined"
+        }
+      ],
+      "name": "NullShouldBeTreatedAsUndefined",
+      "properties": [
+        {
+          "name": "changeMeToUndefined",
+          "type": {
+            "optional": true,
+            "primitive": "string"
+          }
+        }
+      ]
+    },
+    "jsii-calc.NullShouldBeTreatedAsUndefinedData": {
+      "assembly": "jsii-calc",
+      "datatype": true,
+      "fqn": "jsii-calc.NullShouldBeTreatedAsUndefinedData",
+      "kind": "interface",
+      "name": "NullShouldBeTreatedAsUndefinedData",
+      "properties": [
+        {
+          "abstract": true,
+          "name": "arrayWithThreeElementsAndUndefinedAsSecondArgument",
+          "type": {
+            "collection": {
+              "elementtype": {
+                "optional": true,
+                "primitive": "any"
+              },
+              "kind": "array"
+            }
+          }
+        },
+        {
+          "abstract": true,
+          "name": "thisShouldBeUndefined",
+          "type": {
+            "optional": true,
+            "primitive": "any"
+          }
+        }
+      ]
+    },
     "jsii-calc.NumberGenerator": {
       "assembly": "jsii-calc",
       "docs": {
@@ -3412,5 +3506,5 @@
     }
   },
   "version": "0.7.8",
-  "fingerprint": "Xn7Rk17rqR3AaMx3+ssxT0GR1sCWwz0OGC+C8QuLI3A="
+  "fingerprint": "pk8FZVsu/yw+n0kGFMHn2Oan1rI1PjQQsUqnp+yB3js="
 }
diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/dotnet/Amazon.JSII.Tests.CalculatorPackageId/Amazon/JSII/Tests/CalculatorNamespace/INullShouldBeTreatedAsUndefinedData.cs b/packages/jsii-pacmak/test/expected.jsii-calc/dotnet/Amazon.JSII.Tests.CalculatorPackageId/Amazon/JSII/Tests/CalculatorNamespace/INullShouldBeTreatedAsUndefinedData.cs
new file mode 100644
index 0000000000..121308d6eb
--- /dev/null
+++ b/packages/jsii-pacmak/test/expected.jsii-calc/dotnet/Amazon.JSII.Tests.CalculatorPackageId/Amazon/JSII/Tests/CalculatorNamespace/INullShouldBeTreatedAsUndefinedData.cs
@@ -0,0 +1,22 @@
+using Amazon.JSII.Runtime.Deputy;
+
+namespace Amazon.JSII.Tests.CalculatorNamespace
+{
+    [JsiiInterface(typeof(INullShouldBeTreatedAsUndefinedData), "jsii-calc.NullShouldBeTreatedAsUndefinedData")]
+    public interface INullShouldBeTreatedAsUndefinedData
+    {
+        [JsiiProperty("arrayWithThreeElementsAndUndefinedAsSecondArgument", "{\"collection\":{\"kind\":\"array\",\"elementtype\":{\"primitive\":\"any\",\"optional\":true}}}")]
+        object[] ArrayWithThreeElementsAndUndefinedAsSecondArgument
+        {
+            get;
+            set;
+        }
+
+        [JsiiProperty("thisShouldBeUndefined", "{\"primitive\":\"any\",\"optional\":true}")]
+        object ThisShouldBeUndefined
+        {
+            get;
+            set;
+        }
+    }
+}
\ No newline at end of file
diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/dotnet/Amazon.JSII.Tests.CalculatorPackageId/Amazon/JSII/Tests/CalculatorNamespace/NullShouldBeTreatedAsUndefined.cs b/packages/jsii-pacmak/test/expected.jsii-calc/dotnet/Amazon.JSII.Tests.CalculatorPackageId/Amazon/JSII/Tests/CalculatorNamespace/NullShouldBeTreatedAsUndefined.cs
new file mode 100644
index 0000000000..59078293ae
--- /dev/null
+++ b/packages/jsii-pacmak/test/expected.jsii-calc/dotnet/Amazon.JSII.Tests.CalculatorPackageId/Amazon/JSII/Tests/CalculatorNamespace/NullShouldBeTreatedAsUndefined.cs
@@ -0,0 +1,46 @@
+using Amazon.JSII.Runtime.Deputy;
+
+namespace Amazon.JSII.Tests.CalculatorNamespace
+{
+    /// <summary>jsii#282, aws-cdk#157: null should be treated as "undefined"</summary>
+    [JsiiClass(typeof(NullShouldBeTreatedAsUndefined), "jsii-calc.NullShouldBeTreatedAsUndefined", "[{\"name\":\"_param1\",\"type\":{\"primitive\":\"string\"}},{\"name\":\"optional\",\"type\":{\"primitive\":\"any\",\"optional\":true}}]")]
+    public class NullShouldBeTreatedAsUndefined : DeputyBase
+    {
+        public NullShouldBeTreatedAsUndefined(string _param1, object optional): base(new DeputyProps(new object[]{_param1, optional}))
+        {
+        }
+
+        protected NullShouldBeTreatedAsUndefined(ByRefValue reference): base(reference)
+        {
+        }
+
+        protected NullShouldBeTreatedAsUndefined(DeputyProps props): base(props)
+        {
+        }
+
+        [JsiiProperty("changeMeToUndefined", "{\"primitive\":\"string\",\"optional\":true}")]
+        public virtual string ChangeMeToUndefined
+        {
+            get => GetInstanceProperty<string>();
+            set => SetInstanceProperty(value);
+        }
+
+        [JsiiMethod("giveMeUndefined", null, "[{\"name\":\"value\",\"type\":{\"primitive\":\"any\",\"optional\":true}}]")]
+        public virtual void GiveMeUndefined(object value)
+        {
+            InvokeInstanceVoidMethod(new object[]{value});
+        }
+
+        [JsiiMethod("giveMeUndefinedInsideAnObject", null, "[{\"name\":\"input\",\"type\":{\"fqn\":\"jsii-calc.NullShouldBeTreatedAsUndefinedData\"}}]")]
+        public virtual void GiveMeUndefinedInsideAnObject(INullShouldBeTreatedAsUndefinedData input)
+        {
+            InvokeInstanceVoidMethod(new object[]{input});
+        }
+
+        [JsiiMethod("verifyPropertyIsUndefined", null, "[]")]
+        public virtual void VerifyPropertyIsUndefined()
+        {
+            InvokeInstanceVoidMethod(new object[]{});
+        }
+    }
+}
\ No newline at end of file
diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/dotnet/Amazon.JSII.Tests.CalculatorPackageId/Amazon/JSII/Tests/CalculatorNamespace/NullShouldBeTreatedAsUndefinedData.cs b/packages/jsii-pacmak/test/expected.jsii-calc/dotnet/Amazon.JSII.Tests.CalculatorPackageId/Amazon/JSII/Tests/CalculatorNamespace/NullShouldBeTreatedAsUndefinedData.cs
new file mode 100644
index 0000000000..eece17b09e
--- /dev/null
+++ b/packages/jsii-pacmak/test/expected.jsii-calc/dotnet/Amazon.JSII.Tests.CalculatorPackageId/Amazon/JSII/Tests/CalculatorNamespace/NullShouldBeTreatedAsUndefinedData.cs
@@ -0,0 +1,21 @@
+using Amazon.JSII.Runtime.Deputy;
+
+namespace Amazon.JSII.Tests.CalculatorNamespace
+{
+    public class NullShouldBeTreatedAsUndefinedData : DeputyBase, INullShouldBeTreatedAsUndefinedData
+    {
+        [JsiiProperty("arrayWithThreeElementsAndUndefinedAsSecondArgument", "{\"collection\":{\"kind\":\"array\",\"elementtype\":{\"primitive\":\"any\",\"optional\":true}}}", true)]
+        public object[] ArrayWithThreeElementsAndUndefinedAsSecondArgument
+        {
+            get;
+            set;
+        }
+
+        [JsiiProperty("thisShouldBeUndefined", "{\"primitive\":\"any\",\"optional\":true}", true)]
+        public object ThisShouldBeUndefined
+        {
+            get;
+            set;
+        }
+    }
+}
\ No newline at end of file
diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/dotnet/Amazon.JSII.Tests.CalculatorPackageId/Amazon/JSII/Tests/CalculatorNamespace/NullShouldBeTreatedAsUndefinedDataProxy.cs b/packages/jsii-pacmak/test/expected.jsii-calc/dotnet/Amazon.JSII.Tests.CalculatorPackageId/Amazon/JSII/Tests/CalculatorNamespace/NullShouldBeTreatedAsUndefinedDataProxy.cs
new file mode 100644
index 0000000000..210a9e6577
--- /dev/null
+++ b/packages/jsii-pacmak/test/expected.jsii-calc/dotnet/Amazon.JSII.Tests.CalculatorPackageId/Amazon/JSII/Tests/CalculatorNamespace/NullShouldBeTreatedAsUndefinedDataProxy.cs
@@ -0,0 +1,26 @@
+using Amazon.JSII.Runtime.Deputy;
+
+namespace Amazon.JSII.Tests.CalculatorNamespace
+{
+    [JsiiTypeProxy(typeof(INullShouldBeTreatedAsUndefinedData), "jsii-calc.NullShouldBeTreatedAsUndefinedData")]
+    internal sealed class NullShouldBeTreatedAsUndefinedDataProxy : DeputyBase, INullShouldBeTreatedAsUndefinedData
+    {
+        private NullShouldBeTreatedAsUndefinedDataProxy(ByRefValue reference): base(reference)
+        {
+        }
+
+        [JsiiProperty("arrayWithThreeElementsAndUndefinedAsSecondArgument", "{\"collection\":{\"kind\":\"array\",\"elementtype\":{\"primitive\":\"any\",\"optional\":true}}}")]
+        public object[] ArrayWithThreeElementsAndUndefinedAsSecondArgument
+        {
+            get => GetInstanceProperty<object[]>();
+            set => SetInstanceProperty(value);
+        }
+
+        [JsiiProperty("thisShouldBeUndefined", "{\"primitive\":\"any\",\"optional\":true}")]
+        public object ThisShouldBeUndefined
+        {
+            get => GetInstanceProperty<object>();
+            set => SetInstanceProperty(value);
+        }
+    }
+}
\ No newline at end of file
diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/$Module.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/$Module.class
new file mode 100644
index 0000000000000000000000000000000000000000..816e89b453b9869d4ed583f75d9a1c6993547b6d
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/AbstractClass$Jsii$Proxy.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/AbstractClass$Jsii$Proxy.class
new file mode 100644
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/AbstractClass.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/AbstractClass.class
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/AbstractClassReturner.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/AbstractClassReturner.class
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/Calculator.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/Calculator.class
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/CalculatorProps$Builder.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/CalculatorProps$Builder.class
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new file mode 100644
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/GiveMeStructs.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/GiveMeStructs.class
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IFriendlier$Jsii$Proxy.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IFriendlier$Jsii$Proxy.class
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index 0000000000000000000000000000000000000000..8336294ccacb8ac69eb374698a52bb7fec6224a9
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IFriendlier.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IFriendlier.class
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IFriendlyRandomGenerator$Jsii$Proxy.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IFriendlyRandomGenerator$Jsii$Proxy.class
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IFriendlyRandomGenerator.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IFriendlyRandomGenerator.class
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IInterfaceThatShouldNotBeADataType.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/IInterfaceThatShouldNotBeADataType.class
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/InterfaceInNamespaceIncludesClasses/Hello$Builder.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/InterfaceInNamespaceIncludesClasses/Hello$Builder.class
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/InterfaceInNamespaceIncludesClasses/Hello.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/InterfaceInNamespaceIncludesClasses/Hello.class
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/InterfaceInNamespaceOnlyInterface/Hello$Builder.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/InterfaceInNamespaceOnlyInterface/Hello$Builder.class
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/JSObjectLiteralToNativeClass.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/JSObjectLiteralToNativeClass.class
new file mode 100644
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/JavaReservedWords.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/JavaReservedWords.class
new file mode 100644
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/Multiply.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/Multiply.class
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/MutableObjectLiteral$Builder.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/MutableObjectLiteral$Builder.class
new file mode 100644
index 0000000000000000000000000000000000000000..198f370bce311eae1e93edd3d24b00f579862030
GIT binary patch
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/MutableObjectLiteral$Jsii$Proxy.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/MutableObjectLiteral$Jsii$Proxy.class
new file mode 100644
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/MutableObjectLiteral.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/MutableObjectLiteral.class
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new file mode 100644
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/NullShouldBeTreatedAsUndefined.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/NullShouldBeTreatedAsUndefined.class
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diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/NullShouldBeTreatedAsUndefinedData$Builder.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/NullShouldBeTreatedAsUndefinedData$Builder.class
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HcmV?d00001

diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/composition/CompositeOperation.class b/packages/jsii-pacmak/test/expected.jsii-calc/java/bin/src/main/java/software/amazon/jsii/tests/calculator/composition/CompositeOperation.class
new file mode 100644
index 0000000000000000000000000000000000000000..51f4f9a92333d26d4d83cb958fd4d7dcdc65a774
GIT binary patch
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HcmV?d00001

diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/src/main/java/software/amazon/jsii/tests/calculator/$Module.java b/packages/jsii-pacmak/test/expected.jsii-calc/java/src/main/java/software/amazon/jsii/tests/calculator/$Module.java
index 614138338f..44c7e1953d 100644
--- a/packages/jsii-pacmak/test/expected.jsii-calc/java/src/main/java/software/amazon/jsii/tests/calculator/$Module.java
+++ b/packages/jsii-pacmak/test/expected.jsii-calc/java/src/main/java/software/amazon/jsii/tests/calculator/$Module.java
@@ -60,6 +60,8 @@ protected Class<?> resolveClass(final String fqn) throws ClassNotFoundException
             case "jsii-calc.MutableObjectLiteral": return software.amazon.jsii.tests.calculator.MutableObjectLiteral.class;
             case "jsii-calc.Negate": return software.amazon.jsii.tests.calculator.Negate.class;
             case "jsii-calc.NodeStandardLibrary": return software.amazon.jsii.tests.calculator.NodeStandardLibrary.class;
+            case "jsii-calc.NullShouldBeTreatedAsUndefined": return software.amazon.jsii.tests.calculator.NullShouldBeTreatedAsUndefined.class;
+            case "jsii-calc.NullShouldBeTreatedAsUndefinedData": return software.amazon.jsii.tests.calculator.NullShouldBeTreatedAsUndefinedData.class;
             case "jsii-calc.NumberGenerator": return software.amazon.jsii.tests.calculator.NumberGenerator.class;
             case "jsii-calc.ObjectRefsInCollections": return software.amazon.jsii.tests.calculator.ObjectRefsInCollections.class;
             case "jsii-calc.OptionalConstructorArgument": return software.amazon.jsii.tests.calculator.OptionalConstructorArgument.class;
diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/src/main/java/software/amazon/jsii/tests/calculator/NullShouldBeTreatedAsUndefined.java b/packages/jsii-pacmak/test/expected.jsii-calc/java/src/main/java/software/amazon/jsii/tests/calculator/NullShouldBeTreatedAsUndefined.java
new file mode 100644
index 0000000000..96b9f62e90
--- /dev/null
+++ b/packages/jsii-pacmak/test/expected.jsii-calc/java/src/main/java/software/amazon/jsii/tests/calculator/NullShouldBeTreatedAsUndefined.java
@@ -0,0 +1,45 @@
+package software.amazon.jsii.tests.calculator;
+
+/**
+ * jsii#282, aws-cdk#157: null should be treated as "undefined"
+ */
+@javax.annotation.Generated(value = "jsii-pacmak")
+@software.amazon.jsii.Jsii(module = software.amazon.jsii.tests.calculator.$Module.class, fqn = "jsii-calc.NullShouldBeTreatedAsUndefined")
+public class NullShouldBeTreatedAsUndefined extends software.amazon.jsii.JsiiObject {
+    protected NullShouldBeTreatedAsUndefined(final software.amazon.jsii.JsiiObject.InitializationMode mode) {
+        super(mode);
+    }
+    public NullShouldBeTreatedAsUndefined(final java.lang.String _param1, @javax.annotation.Nullable final java.lang.Object optional) {
+        super(software.amazon.jsii.JsiiObject.InitializationMode.Jsii);
+        software.amazon.jsii.JsiiEngine.getInstance().createNewObject(this, java.util.stream.Stream.concat(java.util.stream.Stream.of(java.util.Objects.requireNonNull(_param1, "_param1 is required")), java.util.stream.Stream.of(optional)).toArray());
+    }
+    public NullShouldBeTreatedAsUndefined(final java.lang.String _param1) {
+        super(software.amazon.jsii.JsiiObject.InitializationMode.Jsii);
+        software.amazon.jsii.JsiiEngine.getInstance().createNewObject(this, java.util.stream.Stream.of(java.util.Objects.requireNonNull(_param1, "_param1 is required")).toArray());
+    }
+
+    public void giveMeUndefined(@javax.annotation.Nullable final java.lang.Object value) {
+        this.jsiiCall("giveMeUndefined", Void.class, java.util.stream.Stream.of(value).toArray());
+    }
+
+    public void giveMeUndefined() {
+        this.jsiiCall("giveMeUndefined", Void.class);
+    }
+
+    public void giveMeUndefinedInsideAnObject(final software.amazon.jsii.tests.calculator.NullShouldBeTreatedAsUndefinedData input) {
+        this.jsiiCall("giveMeUndefinedInsideAnObject", Void.class, java.util.stream.Stream.of(java.util.Objects.requireNonNull(input, "input is required")).toArray());
+    }
+
+    public void verifyPropertyIsUndefined() {
+        this.jsiiCall("verifyPropertyIsUndefined", Void.class);
+    }
+
+    @javax.annotation.Nullable
+    public java.lang.String getChangeMeToUndefined() {
+        return this.jsiiGet("changeMeToUndefined", java.lang.String.class);
+    }
+
+    public void setChangeMeToUndefined(@javax.annotation.Nullable final java.lang.String value) {
+        this.jsiiSet("changeMeToUndefined", value);
+    }
+}
diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/java/src/main/java/software/amazon/jsii/tests/calculator/NullShouldBeTreatedAsUndefinedData.java b/packages/jsii-pacmak/test/expected.jsii-calc/java/src/main/java/software/amazon/jsii/tests/calculator/NullShouldBeTreatedAsUndefinedData.java
new file mode 100644
index 0000000000..e54655c3bf
--- /dev/null
+++ b/packages/jsii-pacmak/test/expected.jsii-calc/java/src/main/java/software/amazon/jsii/tests/calculator/NullShouldBeTreatedAsUndefinedData.java
@@ -0,0 +1,108 @@
+package software.amazon.jsii.tests.calculator;
+
+@javax.annotation.Generated(value = "jsii-pacmak")
+public interface NullShouldBeTreatedAsUndefinedData extends software.amazon.jsii.JsiiSerializable {
+    java.util.List<java.lang.Object> getArrayWithThreeElementsAndUndefinedAsSecondArgument();
+    void setArrayWithThreeElementsAndUndefinedAsSecondArgument(final java.util.List<java.lang.Object> value);
+    java.lang.Object getThisShouldBeUndefined();
+    void setThisShouldBeUndefined(final java.lang.Object value);
+
+    /**
+     * @return a {@link Builder} of {@link NullShouldBeTreatedAsUndefinedData}
+     */
+    static Builder builder() {
+        return new Builder();
+    }
+
+    /**
+     * A builder for {@link NullShouldBeTreatedAsUndefinedData}
+     */
+    final class Builder {
+        private java.util.List<java.lang.Object> _arrayWithThreeElementsAndUndefinedAsSecondArgument;
+        @javax.annotation.Nullable
+        private java.lang.Object _thisShouldBeUndefined;
+
+        /**
+         * Sets the value of ArrayWithThreeElementsAndUndefinedAsSecondArgument
+         * @param value the value to be set
+         * @return {@code this}
+         */
+        public Builder withArrayWithThreeElementsAndUndefinedAsSecondArgument(final java.util.List<java.lang.Object> value) {
+            this._arrayWithThreeElementsAndUndefinedAsSecondArgument = java.util.Objects.requireNonNull(value, "arrayWithThreeElementsAndUndefinedAsSecondArgument is required");
+            return this;
+        }
+        /**
+         * Sets the value of ThisShouldBeUndefined
+         * @param value the value to be set
+         * @return {@code this}
+         */
+        public Builder withThisShouldBeUndefined(@javax.annotation.Nullable final java.lang.Object value) {
+            this._thisShouldBeUndefined = value;
+            return this;
+        }
+
+        /**
+         * Builds the configured instance.
+         * @return a new instance of {@link NullShouldBeTreatedAsUndefinedData}
+         * @throws NullPointerException if any required attribute was not provided
+         */
+        public NullShouldBeTreatedAsUndefinedData build() {
+            return new NullShouldBeTreatedAsUndefinedData() {
+                private java.util.List<java.lang.Object> $arrayWithThreeElementsAndUndefinedAsSecondArgument = java.util.Objects.requireNonNull(_arrayWithThreeElementsAndUndefinedAsSecondArgument, "arrayWithThreeElementsAndUndefinedAsSecondArgument is required");
+                @javax.annotation.Nullable
+                private java.lang.Object $thisShouldBeUndefined = _thisShouldBeUndefined;
+
+                @Override
+                public java.util.List<java.lang.Object> getArrayWithThreeElementsAndUndefinedAsSecondArgument() {
+                    return this.$arrayWithThreeElementsAndUndefinedAsSecondArgument;
+                }
+
+                @Override
+                public void setArrayWithThreeElementsAndUndefinedAsSecondArgument(final java.util.List<java.lang.Object> value) {
+                    this.$arrayWithThreeElementsAndUndefinedAsSecondArgument = java.util.Objects.requireNonNull(value, "arrayWithThreeElementsAndUndefinedAsSecondArgument is required");
+                }
+
+                @Override
+                public java.lang.Object getThisShouldBeUndefined() {
+                    return this.$thisShouldBeUndefined;
+                }
+
+                @Override
+                public void setThisShouldBeUndefined(@javax.annotation.Nullable final java.lang.Object value) {
+                    this.$thisShouldBeUndefined = value;
+                }
+
+            };
+        }
+    }
+
+    /**
+     * A proxy class which represents a concrete javascript instance of this type.
+     */
+    final static class Jsii$Proxy extends software.amazon.jsii.JsiiObject implements software.amazon.jsii.tests.calculator.NullShouldBeTreatedAsUndefinedData {
+        protected Jsii$Proxy(final software.amazon.jsii.JsiiObject.InitializationMode mode) {
+            super(mode);
+        }
+
+        @Override
+        public java.util.List<java.lang.Object> getArrayWithThreeElementsAndUndefinedAsSecondArgument() {
+            return this.jsiiGet("arrayWithThreeElementsAndUndefinedAsSecondArgument", java.util.List.class);
+        }
+
+        @Override
+        public void setArrayWithThreeElementsAndUndefinedAsSecondArgument(final java.util.List<java.lang.Object> value) {
+            this.jsiiSet("arrayWithThreeElementsAndUndefinedAsSecondArgument", java.util.Objects.requireNonNull(value, "arrayWithThreeElementsAndUndefinedAsSecondArgument is required"));
+        }
+
+        @Override
+        @javax.annotation.Nullable
+        public java.lang.Object getThisShouldBeUndefined() {
+            return this.jsiiGet("thisShouldBeUndefined", java.lang.Object.class);
+        }
+
+        @Override
+        public void setThisShouldBeUndefined(@javax.annotation.Nullable final java.lang.Object value) {
+            this.jsiiSet("thisShouldBeUndefined", value);
+        }
+    }
+}
diff --git a/packages/jsii-pacmak/test/expected.jsii-calc/sphinx/jsii-calc.rst b/packages/jsii-pacmak/test/expected.jsii-calc/sphinx/jsii-calc.rst
index f7aa575961..2578cfe772 100644
--- a/packages/jsii-pacmak/test/expected.jsii-calc/sphinx/jsii-calc.rst
+++ b/packages/jsii-pacmak/test/expected.jsii-calc/sphinx/jsii-calc.rst
@@ -2737,6 +2737,101 @@ NodeStandardLibrary
       :type: string *(readonly)*
 
 
+NullShouldBeTreatedAsUndefined
+^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^
+
+.. py:class:: NullShouldBeTreatedAsUndefined(_param1, [optional])
+
+   **Language-specific names:**
+
+   .. tabs::
+
+      .. code-tab:: c#
+
+         using Amazon.JSII.Tests.CalculatorNamespace;
+
+      .. code-tab:: java
+
+         import software.amazon.jsii.tests.calculator.NullShouldBeTreatedAsUndefined;
+
+      .. code-tab:: javascript
+
+         const { NullShouldBeTreatedAsUndefined } = require('jsii-calc');
+
+      .. code-tab:: typescript
+
+         import { NullShouldBeTreatedAsUndefined } from 'jsii-calc';
+
+
+
+   jsii#282, aws-cdk#157: null should be treated as "undefined"
+
+
+   :param _param1: 
+   :type _param1: string
+   :param optional: 
+   :type optional: any or ``undefined``
+
+   .. py:method:: giveMeUndefined([value])
+
+      :param value: 
+      :type value: any or ``undefined``
+
+
+   .. py:method:: giveMeUndefinedInsideAnObject(input)
+
+      :param input: 
+      :type input: :py:class:`~jsii-calc.NullShouldBeTreatedAsUndefinedData`\ 
+
+
+   .. py:method:: verifyPropertyIsUndefined()
+
+
+
+   .. py:attribute:: changeMeToUndefined
+
+      :type: string or ``undefined``
+
+
+NullShouldBeTreatedAsUndefinedData (interface)
+^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^
+
+.. py:class:: NullShouldBeTreatedAsUndefinedData
+
+   **Language-specific names:**
+
+   .. tabs::
+
+      .. code-tab:: c#
+
+         using Amazon.JSII.Tests.CalculatorNamespace;
+
+      .. code-tab:: java
+
+         import software.amazon.jsii.tests.calculator.NullShouldBeTreatedAsUndefinedData;
+
+      .. code-tab:: javascript
+
+         // NullShouldBeTreatedAsUndefinedData is an interface
+
+      .. code-tab:: typescript
+
+         import { NullShouldBeTreatedAsUndefinedData } from 'jsii-calc';
+
+
+
+
+
+   .. py:attribute:: arrayWithThreeElementsAndUndefinedAsSecondArgument
+
+      :type: (any or ``undefined``)[] *(abstract)*
+
+
+   .. py:attribute:: thisShouldBeUndefined
+
+      :type: any or ``undefined`` *(abstract)*
+
+
 NumberGenerator
 ^^^^^^^^^^^^^^^