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I tried to install iTunes via Wine a little while back and had no success. It's possible that I did something wrong, but I just couldn't get it to run. The same with Apple Music.
However, I have had success running it through WinBoat, though that obviously comes with the caveat of having to run Windows in a VM, and you'll need to route your music library accordingly. Also, you'll need to install an older version of iTunes because the most recent version only works with podcasts and video bought through the iTunes store. But the end result is that I was able to use it to transfer music to my iPod mini.