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Add test for encryption / decryption, signing with missing secret subkey
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// SPDX-FileCopyrightText: 2022 Paul Schaub <vanitasvitae@fsfe.org>
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//
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// SPDX-License-Identifier: Apache-2.0
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package org.pgpainless.decryption_verification;
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import static org.junit.jupiter.api.Assertions.assertFalse;
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import static org.junit.jupiter.api.Assertions.assertNotNull;
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import static org.junit.jupiter.api.Assertions.assertNull;
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import static org.junit.jupiter.api.Assertions.assertThrows;
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import static org.junit.jupiter.api.Assertions.assertTrue;
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import java.io.ByteArrayInputStream;
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import java.io.ByteArrayOutputStream;
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import java.io.IOException;
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import java.nio.charset.StandardCharsets;
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import java.security.InvalidAlgorithmParameterException;
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import java.security.NoSuchAlgorithmException;
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import org.bouncycastle.openpgp.PGPException;
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import org.bouncycastle.openpgp.PGPPublicKeyRing;
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import org.bouncycastle.openpgp.PGPSecretKeyRing;
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import org.bouncycastle.util.io.Streams;
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import org.junit.jupiter.api.BeforeAll;
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import org.junit.jupiter.api.Test;
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import org.pgpainless.PGPainless;
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import org.pgpainless.algorithm.DocumentSignatureType;
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import org.pgpainless.algorithm.EncryptionPurpose;
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import org.pgpainless.encryption_signing.EncryptionOptions;
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import org.pgpainless.encryption_signing.EncryptionStream;
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import org.pgpainless.encryption_signing.ProducerOptions;
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import org.pgpainless.encryption_signing.SigningOptions;
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import org.pgpainless.exception.KeyException;
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import org.pgpainless.exception.MissingDecryptionMethodException;
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import org.pgpainless.key.info.KeyRingInfo;
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import org.pgpainless.key.protection.SecretKeyRingProtector;
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import org.pgpainless.key.util.KeyRingUtils;
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public class CertificateWithMissingSecretKeyTest {
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private static final String MISSING_SIGNING_SECKEY = "" +
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"-----BEGIN PGP PRIVATE KEY BLOCK-----\n" +
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"Version: PGPainless\n" +
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"Comment: E97B 15E6 52FA 8BAE 2311 DDCB A5BD 9DC4 4415 C987\n" +
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"Comment: Missing Signing Subkey <missing@signing.subkey>\n" +
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"\n" +
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"lFgEYjCuERYJKwYBBAHaRw8BAQdAaqeTdbyb/D+UXd2aXsP58+k+tvt22DnL6bC0\n" +
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"7p2tJacAAP0fEmwUY7rSPugQakzsA8nV4Nv3PYlKa6meqEePT+8s8BFitC9NaXNz\n" +
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"aW5nIFNpZ25pbmcgU3Via2V5IDxtaXNzaW5nQHNpZ25pbmcuc3Via2V5PoiPBBMW\n" +
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"CgBBBQJiMK4RCRClvZ3ERBXJhxYhBOl7FeZS+ouuIxHdy6W9ncREFcmHAp4BApsB\n" +
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"BRYCAwEABAsJCAcFFQoJCAsCmQEAAN0HAPkB7IphgTM94s/VpyV5+hvYbxesnji5\n" +
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"RNzqs3nRhS8DBgEA/+gCpAkgznB3T/uNtWIoTf7Kuib5mIJ+SW0l+htuEgacXQRi\n" +
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"MK4REgorBgEEAZdVAQUBAQdAlaQH44c7PdKkjaVVXvg86i+thKV121C/nH75Krhh\n" +
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"QxYDAQgHAAD/aWJt9M85Al+57lPqS5ppzrIoCoTZ6JCwuJUSNEAg4BgQ6Ih1BBgW\n" +
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"CgAdBQJiMK4RAp4BApsMBRYCAwEABAsJCAcFFQoJCAsACgkQpb2dxEQVyYdzuAD9\n" +
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"GEkU7NfugHw8alQT7IJbUobVyZzeXQyzPqSKUw/Vp54BAJXZj8NzQrrM4Q5C3+Mf\n" +
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"uznN+ryRovDXhf8T5PUXHloDuDMEYjCuERYJKwYBBAHaRw8BAQdAVeBpPurrwAU3\n" +
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"ns+1C2c6wJ8iTZ1eWEP2qgBAlokx5N+I1QQYFgoAfQUCYjCuEQKeAQKbAgUWAgMB\n" +
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"AAQLCQgHBRUKCQgLXyAEGRYKAAYFAmIwrhEACgkQld4KwYO6xR4YEwEA942iduoW\n" +
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"1ANEmwCwnYwMAa3HlXsMs5bdIUGnxuo7MBEA/1YYeAu45O2Z8kTdrDZM/1emoxt1\n" +
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"j6EzybnaJ+2XGX4AAAoJEKW9ncREFcmHLXsBAITCIwGtaCvZdWCQlJeYak1NTuBp\n" +
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"bmOEFga0sLmRI/zYAP97U2oc8dqV55S1b4yNkfENK2MD6Ow0nv8CL6+S0UaCBw==\n" +
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"=eTh7\n" +
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"-----END PGP PRIVATE KEY BLOCK-----";
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private static final long signingSubkeyId = -7647663290973502178L;
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private static PGPSecretKeyRing missingSigningSecKey;
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private static long encryptionSubkeyId;
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private static PGPSecretKeyRing missingDecryptionSecKey;
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private static final SecretKeyRingProtector protector = SecretKeyRingProtector.unprotectedKeys();
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@BeforeAll
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public static void prepare() throws IOException, PGPException, InvalidAlgorithmParameterException, NoSuchAlgorithmException {
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// missing signing sec key we read from bytes
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missingSigningSecKey = PGPainless.readKeyRing().secretKeyRing(MISSING_SIGNING_SECKEY);
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// missing encryption sec key we generate on the fly
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PGPSecretKeyRing secretKeys = PGPainless.generateKeyRing()
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.modernKeyRing("Missing Decryption Key <missing@decryption.key>", null);
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encryptionSubkeyId = PGPainless.inspectKeyRing(secretKeys)
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.getEncryptionSubkeys(EncryptionPurpose.ANY).get(0).getKeyID();
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// remove the encryption/decryption secret key
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missingDecryptionSecKey = KeyRingUtils.removeSecretKey(secretKeys, encryptionSubkeyId);
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}
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@Test
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public void assureMissingSigningSecKeyOnlyContainSigningPubKey() {
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assertNotNull(missingSigningSecKey.getPublicKey(signingSubkeyId));
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assertNull(missingSigningSecKey.getSecretKey(signingSubkeyId));
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KeyRingInfo info = PGPainless.inspectKeyRing(missingSigningSecKey);
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assertFalse(info.getSigningSubkeys().isEmpty()); // This method only tests for pub keys.
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}
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@Test
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public void assureMissingDecryptionSecKeyOnlyContainsEncryptionPubKey() {
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assertNotNull(missingDecryptionSecKey.getPublicKey(encryptionSubkeyId));
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assertNull(missingDecryptionSecKey.getSecretKey(encryptionSubkeyId));
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KeyRingInfo info = PGPainless.inspectKeyRing(missingDecryptionSecKey);
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assertFalse(info.getEncryptionSubkeys(EncryptionPurpose.ANY).isEmpty()); // pub key is still there
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}
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@Test
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public void testSignWithMissingSigningSecKey() {
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SigningOptions signingOptions = SigningOptions.get();
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assertThrows(KeyException.MissingSecretKeyException.class, () ->
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signingOptions.addInlineSignature(protector, missingSigningSecKey, DocumentSignatureType.CANONICAL_TEXT_DOCUMENT));
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assertThrows(KeyException.MissingSecretKeyException.class, () ->
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signingOptions.addDetachedSignature(protector, missingSigningSecKey, DocumentSignatureType.CANONICAL_TEXT_DOCUMENT));
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}
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@Test
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public void testEncryptDecryptWithMissingDecryptionKey() throws PGPException, IOException {
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ByteArrayInputStream in = new ByteArrayInputStream("Hello, World!\n".getBytes(StandardCharsets.UTF_8));
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ByteArrayOutputStream out = new ByteArrayOutputStream();
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PGPPublicKeyRing certificate = PGPainless.extractCertificate(missingDecryptionSecKey);
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ProducerOptions producerOptions = ProducerOptions.encrypt(
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EncryptionOptions.encryptCommunications()
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.addRecipient(certificate)); // we can still encrypt, since the pub key is still there
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EncryptionStream encryptionStream = PGPainless.encryptAndOrSign()
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.onOutputStream(out)
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.withOptions(producerOptions);
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Streams.pipeAll(in, encryptionStream);
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encryptionStream.close();
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assertTrue(encryptionStream.getResult().isEncryptedFor(certificate));
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// Test decryption
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ByteArrayInputStream cipherIn = new ByteArrayInputStream(out.toByteArray());
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ConsumerOptions consumerOptions = new ConsumerOptions()
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.addDecryptionKey(missingDecryptionSecKey);
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assertThrows(MissingDecryptionMethodException.class, () ->
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PGPainless.decryptAndOrVerify()
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.onInputStream(cipherIn)
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.withOptions(consumerOptions)); // <- cannot find decryption key
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}
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}
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