I hope aerolotto works out for you.

As has been posted here before (perhaps even by me), when you are upgraded/waitlisted for an upgrade on the second leg of a connection, the system does not know which booking (original or u/g) to associate the first leg with, so it won't let you do OLCI. I was complaining about this very issue with a lounge agent yesterday. The agent said sympathetically "When you have a reservation on two flights, the default is to do nothing" (which strikes me as applicable to many many other aspects of AC IT)