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I find that a 57 is better than a 58 (you can get closer to the element) and otherwise they sound identical - he could get right up on the mic (and then the gain on the mic channel can be set lower for less drum bleed)
I would not do compression - that is the opposite of what you want to do - compression is an automatic gain control that raises the gain when the signal gets quieter ... so that would be pumping the volume up when he isn't singing and grabbing more of the drum bleed and then turning the gain down when he is singing.
Shure used to make a mic (forget the model number) that was essentially an SM57 in chrome with a switch. Then the drummer could just switch the mic off for songs he isn't singing.
Generally if the drummers vocal mic is picking up drums, you should fire the drummer
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If you're not averse to the investment...a Crown CM311 has been by far the best tool for this in my experience, but it comes at a price. Pair it with the wireless system of your choice and he can sing wherever he wants on stage. Lead singer of my band used one for several years with great results, and I've mixed a few of them myself. Great at rejecting the content you don't want and they sound really great.