The standard procedure of switching to root and then entering
wine iTunesSetup.exe doesn't work. I get a plethora of error messages. I am running Fedora 9. I've done some Googling but haven't gotten very far.
I don't know about iTunes under Wine. But you have a few great alternatives on GNU/Linux.
I personally use Amarok under Debian with my iPod, but you may also try:
It appears that the newest version of iTunes isn't compatible with wine.
Only iTunes 7.x actually works. Wine Application Database