Please note that if you use Safari you must disable the auto unzip feature.
I need to update firmware of my i Pod Touch (i Phone) in Ubuntu and as I have jailbroken i Pod Touch I need i Tunes to install apps, but unfortunately haven't found any ways to do that in Ubuntu yet.
I know that it is possible to use Virtual Box or Wine, but still in the most of the times i Tunes doesn't want to work on Wine and for Virtual Box I need to install again that Windows from which I switched into Ubuntu just a few months ago and don't want to go back to it.
This is the same reason that software that requires a special key dongle also doesn't (yet) work in Wine.
There are some preliminary patches available for this, and you can read more history on the Wine wiki, however don't expect anything to work.
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