The best tip I've got is shift with front and rear at the same time. So, let's say you're shifting from your big ring in the front to the small. At the same time, press the small lever on both left and right sides. This will all but eliminate dropped chains.
I've got a third eye on my cross bike. We use them in cross because it's so bumpy it's easy to drop a chain -- I never do (but now that I've said that I'll probably drop it 20 times in tomorrow's race).
You know that if you drop your chain you can pop it right back on by back-shifting, right? Say you drop it to the inside, with your front shifter, shift to the larger ring. You have to keep pedalling, and it'll feel strange because there's no torque on the chain, but it really works about 99.9% of the time.
Not sure about your other ideas. The differential between the two rings shouldn't be a problem. A standard compact is 50-34 (16t) and you'e got a 48-34 (14t).
A compact front derailleur might help. I've been riding compact cranks since they first came onto the market and I've never used a compact derailleur.



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