I don't really know the Ubuntu packages, so what I offer is mainly to
help explaining what Debian does in its wine packages. Whatever ...

1.)
I assume the wineprefixes, notably the default prefix in $HOME/.wine, would 
just continue to work. Since the WoW64 changes I made in January there 
shouldn't be any Debian specifics left to take care of, and I assume none to be 
in Ubuntu.

2.)
Gecko/Mono is broken in the current Debian packages (wine and 
wine-development), but I committed a fix for that (still disabling the 
automatic download on purpose, but allowing for automatic installation of 
already downloaded gecko/mono installers). Ubuntu just has to drop 
disable/addons-download.patch if it also wants to restore the download of 
installers, or preferrably offer these packages in the required version (Debian 
is generally doing so, but is currently behind on that).

3.)
The main difference that I assume for Ubuntu is the Desktop integration. All 
Debian does is to ship "wine-binfmt" with /usr/share/binfmts/wine. But as of 
now there is no activation of this (see https://bugs.debian.org/819255, not 
sure if the maintainer wants to change that).
"wine-development" doesn't work yet with "wine-binfmt" (although it suggests 
it). This requires me finally implementing the Debian alternatives system (eta 
1-2 months).
More desktop integration of wine-development has already been requested in 
https://bugs.launchpad.net/ubuntu/+source/wine-development/+bug/1576326. I'm 
unlikely to work on that.


So the main issue (1) is already dealt with. All you need should be to 
transition from one package set to the new one (provides, breaks, replaces, 
...).

However I imagine (2) and (3) are blockers for Ubuntu.
Maybe you want to replace Debian with Ubuntu in patches/version-string.patch.

** Bug watch added: Debian Bug tracker #819255
   http://bugs.debian.org/cgi-bin/bugreport.cgi?bug=819255

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https://bugs.launchpad.net/bugs/1558480

Title:
  Make Wine packages synced from Debian

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