My thoughts:
This thread began with discussion about Red Maples. Acer Rubrum. I don't like them as bonsai for all the same reasons as Eric stated. I have 6 of them in my landscape. And every winter they drop branches. I'm constantly picking up fallen branches. I'd hate to have the tree just drop one I've been working for years.
As a general comment about preventing winter die off on deciduous trees, believe it or not, it all begins with strong roots in good soil. The next thing is to protect the trees from wind. Winter winds can dessicate fine twigs very easily. It's not so much cold that does the damage, it's wind.
About when to cut:
Fall, right as the leaves are turning, is the best time. The sap isn't rising, it's falling. But, the tree is preparing for winter, and it's readying buds for the following spring. Use a soft cut paste. The Japanese apprentices I've spoken with believe that cuts made in fall callous over with a thinner callous. Whereas a cut made in spring or summer will callous over with a thick callous that's likely to create a bulge. Because it grows so quickly. The Japanese would rather it heal slower but be less unsightly when it's done than have a fast growing callous that creates a bulging scar.
On a large cut where they take a heavy branch off the trunk, for example, after applying the cut paste, they'll wrap it with grafting tape or something. The idea is the callous will spread across the wound under the tape, rather than bulge up and make a protruding bump. Now, when it comes time to remove the tape, you have to be extremely careful not to accidentally pull the callous off!