Comment 4 for bug 2000832

You need to run "sudo dpkg --add-architecture i386" first - otherwise (if I'm understanding correctly) Ubuntu won't install the needed 32-bit packages for wine32 to work. This should be done whether you're installing Wine from the Ubuntu repos or from third-party repos.

This is currently pretty much expected behavior, however I'm going to leave this bug open (and even add myself to the list of affected users) since I can't help but think there's probably a way that the needed 32-bit enabling command can be run from within the Wine packaging in Ubuntu.