http://bugs.winehq.org/show_bug.cgi?id=24348
--- Comment #1 from Tyler Romeo tylerromeo@gmail.com 2010-09-10 19:47:08 CDT --- Just tested it with the latest build of wine (version 1.3.2-157-g2c4b081) and got some interesting results.
The installation window now pops up and says it is installing, but after installation it says there was an error. I attached the output from both the installer and iTunes itself when you attempt to run the corrupted installation.