I have been playing with smart tunnels on my Cisco ASA. The documentation is a little scarce on examples, so I thought I would post what I have found. On OS X, not much appears to work (I only tried with Safari). Maybe this post will help someone, or they will post a comment on how to get these apps working.
I was able to get terminal working, but my terminal preferences are ignored. Once Terminal was started, I could ssh into a server behind the ASA:
smart-tunnel list applist Terminal terminal platform mac
I was able to get Remote Desktop to launch, but I could not connect to a server behind the ASA. Not sure why:
smart-tunnel list smarttunlist-jbmurphy RemoteDesktop “/Applications/Remote Desktop Connection.app/Contents/MacOS/Remote Desktop Connection” platform mac
I could get Safari to start, but it would crash as soon as I tried to access a site behind the ASA.
smart-tunnel list smarttunlist-jbmurphy Safari /Applications/Safari.app/Contents/MacOS/Safari platform mac
The error thrown was described by @craigbox here. I also see this in the logs: sandbox: WebProcess(xxxxxx) deny file-write-data /private/tmp/narwhal.log I know that there is new “Sandboxing” with Lion, maybe that is the issue.
Anyway, not a lot of success, but maybe a discussion will follow. I will update if I have anymore luck.