Thread: Wine 1.0

possibly

but, again, I reiterate
publicly documented API interfaces

with something like Itunes, there may well be undocumented hooks into the kernel (DRM, and such)

Itunes 7.6 is currently rated "silver"
meaning some stuff works, some doesn't
http://appdb.winehq.org/objectManage...sion&iId=10543
(buying from the Itunes store, in particular, is not working)

slightly off-topic,
but give Amarok or Exaile a go
(I know for a fact Amarok can sync to all ipods, except the touch)

Rule of thumb, you're a lot better off running native apps, if available, than running Windows apps on Wine
If you don't use the Itunes store, and don't own a touch, you should be good to go with native Linux media players

but anyway....