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Use of spnego and kerberos with gss in graal

I'm attempting to reuse some existing code which enables spnego authentication in a new Quarkus app. The Quarkus app when compiled as a standard JAR and run with OpenJDK 11 works perfectly. As soon as a I package it up as a native executable (on linux) I get the following exception:

2021-05-21 17:31:17,178 ERROR [com.organisation.sec.ker.eng.gss.AbstractGssAuthenticator] (executor-thread-1) GSS error occured: GSSException: Failure unspecified at GSS-API level (Mechanism level: Invalid argument (400) - Cannot find key of appropriate type to decrypt AP-REQ - RC4 with HMAC)
    at sun.security.jgss.krb5.Krb5Context.acceptSecContext(Krb5Context.java:859)
    at sun.security.jgss.GSSContextImpl.acceptSecContext(GSSContextImpl.java:361)
    at sun.security.jgss.GSSContextImpl.acceptSecContext(GSSContextImpl.java:303)
    at sun.security.jgss.spnego.SpNegoContext.GSS_acceptSecContext(SpNegoContext.java:905)
    at sun.security.jgss.spnego.SpNegoContext.acceptSecContext(SpNegoContext.java:556)
    at sun.security.jgss.GSSContextImpl.acceptSecContext(GSSContextImpl.java:361)
    at sun.security.jgss.GSSContextImpl.acceptSecContext(GSSContextImpl.java:303)
    at com.organisation.security.kerberos.engine.gss.AbstractGssAuthenticator$AuthAction.run(AbstractGssAuthenticator.java:110)
    at com.organisation.security.kerberos.engine.gss.AbstractGssAuthenticator$AuthAction.run(AbstractGssAuthenticator.java:77)
    at java.security.AccessController.doPrivileged(AccessController.java:147)
    at javax.security.auth.Subject.doAs(Subject.java:423)
    at com.organisation.security.kerberos.engine.gss.AbstractGssAuthenticator.handle(AbstractGssAuthenticator.java:49)
    at com.organisation.security.kerberos.KerberosAuthenticationFilter.processAuthHeader(KerberosAuthenticationFilter.java:95)
    at com.organisation.security.kerberos.KerberosAuthenticationFilter.authenticate(KerberosAuthenticationFilter.java:64)
    at com.organisation.jaxrs.security.AuthenticationContainerRequestFilter.filter(AuthenticationContainerRequestFilter.java:69)
    at org.jboss.resteasy.core.interception.jaxrs.PreMatchContainerRequestContext.filter(PreMatchContainerRequestContext.java:312)
    at org.jboss.resteasy.core.SynchronousDispatcher.preprocess(SynchronousDispatcher.java:164)
    at org.jboss.resteasy.core.SynchronousDispatcher.invoke(SynchronousDispatcher.java:247)
    at org.jboss.resteasy.plugins.server.servlet.ServletContainerDispatcher.service(ServletContainerDispatcher.java:249)
    at io.quarkus.resteasy.runtime.ResteasyFilter$ResteasyResponseWrapper.service(ResteasyFilter.java:70)
    at io.quarkus.resteasy.runtime.ResteasyFilter$ResteasyResponseWrapper.sendError(ResteasyFilter.java:76)
    at io.undertow.servlet.handlers.DefaultServlet.doGet(DefaultServlet.java:172)
    at javax.servlet.http.HttpServlet.service(HttpServlet.java:503)
    at javax.servlet.http.HttpServlet.service(HttpServlet.java:590)
    at io.undertow.servlet.handlers.ServletHandler.handleRequest(ServletHandler.java:74)
    at io.undertow.servlet.handlers.FilterHandler$FilterChainImpl.doFilter(FilterHandler.java:129)
    at io.quarkus.resteasy.runtime.ResteasyFilter.doFilter(ResteasyFilter.java:31)
    at io.undertow.servlet.core.ManagedFilter.doFilter(ManagedFilter.java:61)
    at io.undertow.servlet.handlers.FilterHandler$FilterChainImpl.doFilter(FilterHandler.java:131)
    at io.undertow.servlet.handlers.FilterHandler.handleRequest(FilterHandler.java:84)
    at io.undertow.servlet.handlers.security.ServletSecurityRoleHandler.handleRequest(ServletSecurityRoleHandler.java:63)
    at io.undertow.servlet.handlers.ServletChain$1.handleRequest(ServletChain.java:68)
    at io.undertow.servlet.handlers.ServletDispatchingHandler.handleRequest(ServletDispatchingHandler.java:36)
    at io.undertow.servlet.handlers.RedirectDirHandler.handleRequest(RedirectDirHandler.java:67)
    at io.undertow.servlet.handlers.security.SSLInformationAssociationHandler.handleRequest(SSLInformationAssociationHandler.java:133)
    at io.undertow.servlet.handlers.security.ServletAuthenticationCallHandler.handleRequest(ServletAuthenticationCallHandler.java:57)
    at io.undertow.server.handlers.PredicateHandler.handleRequest(PredicateHandler.java:43)
    at io.undertow.security.handlers.AbstractConfidentialityHandler.handleRequest(AbstractConfidentialityHandler.java:46)
    at io.undertow.servlet.handlers.security.ServletConfidentialityConstraintHandler.handleRequest(ServletConfidentialityConstraintHandler.java:65)
    at io.undertow.security.handlers.AuthenticationMechanismsHandler.handleRequest(AuthenticationMechanismsHandler.java:60)
    at io.undertow.servlet.handlers.security.CachedAuthenticatedSessionHandler.handleRequest(CachedAuthenticatedSessionHandler.java:77)
    at io.undertow.security.handlers.NotificationReceiverHandler.handleRequest(NotificationReceiverHandler.java:50)
    at io.undertow.security.handlers.AbstractSecurityContextAssociationHandler.handleRequest(AbstractSecurityContextAssociationHandler.java:43)
    at io.undertow.server.handlers.PredicateHandler.handleRequest(PredicateHandler.java:43)
    at io.undertow.server.handlers.PredicateHandler.handleRequest(PredicateHandler.java:43)
    at io.undertow.servlet.handlers.ServletInitialHandler.handleFirstRequest(ServletInitialHandler.java:247)
    at io.undertow.servlet.handlers.ServletInitialHandler.access$100(ServletInitialHandler.java:56)
    at io.undertow.servlet.handlers.ServletInitialHandler$2.call(ServletInitialHandler.java:111)
    at io.undertow.servlet.handlers.ServletInitialHandler$2.call(ServletInitialHandler.java:108)
    at io.undertow.servlet.core.ServletRequestContextThreadSetupAction$1.call(ServletRequestContextThreadSetupAction.java:48)
    at io.undertow.servlet.core.ContextClassLoaderSetupAction$1.call(ContextClassLoaderSetupAction.java:43)
    at io.quarkus.undertow.runtime.UndertowDeploymentRecorder$9$1.call(UndertowDeploymentRecorder.java:587)
    at io.undertow.servlet.handlers.ServletInitialHandler.dispatchRequest(ServletInitialHandler.java:227)
    at io.undertow.servlet.handlers.ServletInitialHandler.handleRequest(ServletInitialHandler.java:152)
    at io.quarkus.undertow.runtime.UndertowDeploymentRecorder$1.handleRequest(UndertowDeploymentRecorder.java:119)
    at io.undertow.server.Connectors.executeRootHandler(Connectors.java:290)
    at io.undertow.server.DefaultExchangeHandler.handle(DefaultExchangeHandler.java:18)
    at io.quarkus.undertow.runtime.UndertowDeploymentRecorder$5$1.run(UndertowDeploymentRecorder.java:413)
    at java.util.concurrent.Executors$RunnableAdapter.call(Executors.java:515)
    at java.util.concurrent.FutureTask.run(FutureTask.java:264)
    at org.jboss.threads.EnhancedQueueExecutor$Task.run(EnhancedQueueExecutor.java:2415)
    at org.jboss.threads.EnhancedQueueExecutor$ThreadBody.run(EnhancedQueueExecutor.java:1452)
    at org.jboss.threads.DelegatingRunnable.run(DelegatingRunnable.java:29)
    at org.jboss.threads.ThreadLocalResettingRunnable.run(ThreadLocalResettingRunnable.java:29)
    at java.lang.Thread.run(Thread.java:834)
    at org.jboss.threads.JBossThread.run(JBossThread.java:501)
    at com.oracle.svm.core.thread.JavaThreads.threadStartRoutine(JavaThreads.java:519)
    at com.oracle.svm.core.posix.thread.PosixJavaThreads.pthreadStartRoutine(PosixJavaThreads.java:192)
Caused by: KrbException: Invalid argument (400) - Cannot find key of appropriate type to decrypt AP-REQ - RC4 with HMAC
    at sun.security.krb5.KrbApReq.authenticate(KrbApReq.java:278)
    at sun.security.krb5.KrbApReq.<init>(KrbApReq.java:149)
    at sun.security.jgss.krb5.InitSecContextToken.<init>(InitSecContextToken.java:139)
    at sun.security.jgss.krb5.Krb5Context.acceptSecContext(Krb5Context.java:832)
    ... 67 more

I'm fairly new to Graal, and not sure what I need to add to allow this to work (or if it is even something that is currently supported).

I did have some problems to start with nad I've enabled reflection for sun.security.provider.ConfigFile , sun.security.jgss.GSSContextImpl , sun.security.jgss.GSSManagerImpl which sorted them out, unfortunatly I'm not sure how to deal with the missing key type.

Here's an example of the code

    final GSSManager manager = GSSManager.getInstance();
    final Oid spnegoOid = new Oid(oid);
    final GSSCredential serverCreds = manager.createCredential(null, GSSCredential.DEFAULT_LIFETIME, spnegoOid,
            GSSCredential.ACCEPT_ONLY);

    final GSSContext context = manager.createContext(serverCreds);

    try
    {
        final byte[] outToken = context.acceptSecContext(inToken, 0, inToken.length);

You could generate a new keytab file using /crypto ALL with the ktpass command:

ktpass /out "server.keytab" /princ HTTP/SERVER@DOMAIN /mapuser KERBEROS_SERVICEUSER /mapop set /pass PASSWORD_PLACEHOLDER /crypto ALL /ptype KRB5_NT_PRINCIPAL

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