Github user necouchman commented on a diff in the pull request:

    
https://github.com/apache/incubator-guacamole-client/pull/183#discussion_r140645395
  
    --- Diff: 
guacamole-ext/src/main/java/org/apache/guacamole/properties/CipherGuacamoleProperty.java
 ---
    @@ -0,0 +1,92 @@
    +/*
    + * Licensed to the Apache Software Foundation (ASF) under one
    + * or more contributor license agreements.  See the NOTICE file
    + * distributed with this work for additional information
    + * regarding copyright ownership.  The ASF licenses this file
    + * to you under the Apache License, Version 2.0 (the
    + * "License"); you may not use this file except in compliance
    + * with the License.  You may obtain a copy of the License at
    + *
    + *   http://www.apache.org/licenses/LICENSE-2.0
    + *
    + * Unless required by applicable law or agreed to in writing,
    + * software distributed under the License is distributed on an
    + * "AS IS" BASIS, WITHOUT WARRANTIES OR CONDITIONS OF ANY
    + * KIND, either express or implied.  See the License for the
    + * specific language governing permissions and limitations
    + * under the License.
    + */
    +
    +package org.apache.guacamole.properties;
    +
    +import java.io.BufferedInputStream;
    +import java.io.File;
    +import java.io.FileInputStream;
    +import java.io.FileNotFoundException;
    +import java.io.InputStream;
    +import java.io.IOException;
    +import java.lang.IllegalArgumentException;
    +import java.security.InvalidKeyException;
    +import java.security.KeyFactory;
    +import java.security.NoSuchAlgorithmException;
    +import java.security.PrivateKey;
    +import java.security.spec.InvalidKeySpecException;
    +import java.security.spec.KeySpec;
    +import java.security.spec.PKCS8EncodedKeySpec;
    +import javax.crypto.Cipher;
    +import javax.crypto.NoSuchPaddingException;
    +import org.apache.guacamole.GuacamoleException;
    +import org.apache.guacamole.environment.Environment;
    +import org.apache.guacamole.environment.LocalEnvironment;
    +
    +/**
    + * A GuacamoleProperty whose value is derived from a private key file.
    + */
    +public abstract class CipherGuacamoleProperty implements 
GuacamoleProperty<Cipher>  {
    +
    +    @Override
    +    public Cipher parseValue(String value) throws GuacamoleException {
    +
    +        try {
    +
    +            final Environment environment = new LocalEnvironment();
    +
    +            // Open and read the file specified in the configuration.
    +            File keyFile = new File(environment.getGuacamoleHome(), value);
    +            InputStream keyInput = new BufferedInputStream(new 
FileInputStream(keyFile));
    +            final byte[] keyBytes = new byte[(int) keyFile.length()];
    +            keyInput.read(keyBytes);
    +            keyInput.close();
    +
    +            // Set up decryption infrastructure
    +            KeyFactory keyFactory = KeyFactory.getInstance("RSA");
    +            KeySpec keySpec = new PKCS8EncodedKeySpec(keyBytes);
    +            final PrivateKey privateKey = 
keyFactory.generatePrivate(keySpec);
    +            final Cipher cipher = 
Cipher.getInstance(privateKey.getAlgorithm());
    +            cipher.init(Cipher.DECRYPT_MODE, privateKey);
    +
    +            return cipher;
    +
    +        }
    +        catch (FileNotFoundException e) {
    +            throw new GuacamoleException("Could not find the specified key 
file.", e);
    +        }
    +        catch (IOException e) {
    +            throw new GuacamoleException("Could not read in the specified 
key file.", e);
    +        }
    +        catch (NoSuchAlgorithmException e) {
    +            throw new GuacamoleException("Specified algorithm does not 
exist.", e);
    +        }
    +        catch (InvalidKeyException e) {
    +            throw new GuacamoleException("Specified key is invalid.", e);
    +        }
    +        catch (InvalidKeySpecException e) {
    +            throw new GuacamoleException("Invalid KeySpec 
initialization.", e);
    +        }
    +        catch (NoSuchPaddingException e) {
    +            throw new GuacamoleException("No such padding exception.", e);
    +        }
    +
    --- End diff --
    
    > Is it expected that this will occasionally fail under normal (not 
misconfigured) conditions?
    
    The more I think about it, the more I think this probably would not fail 
under anything but a misconfiguration.  In order to get ClearPass to work in 
CAS you have to generate public and private keys, and configure a service in 
CAS specifically to support the encryption of the stored password, so anyone 
who is setting this up also has to be setting up the CAS side of things, and if 
they get it wrong, well, it probably shouldn't work at all.  I'll change the 
exception to GuacamoleServerException and stick with failing authentication if 
this fails.


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