Scott Ritchie wrote: > The second is that, although apt is removing libwine-dev, it is not > replacing it with wine-dev.
As other posters pointed out, wine-dev will not be installed automatically (even though it Replaces: libwine-dev). You can ask to install it manually. If you want wine-dev to be installed automatically on upgrade from libwine-dev, you should make libwine-dev into an empty (dummy) transition package that depends on wine-dev.

