Craig,
To answer your question, No Tiger will not win. To my knowledge he has not won on a Maxwell course to date. The biggest reason is that his yardage advantage is negated (as is that of other longer hitters). The shorter and mid-length par fours allow the field to stay in range and allow the shorter hitters who shape shots and don't have to bomb the ball to stay in the tournament. Tiger will probably be in the Top 5, but I would take the field when the PGA comes to town. Also the top putters are almost always in contention at Southern Hills because of the greens.
As for the greats, Floyd, Price and Goosen I think are among the best in their generations so there is no black eye in my opinion there. But as for Nicklaus, Palmer and Watson. I don't know what to say. Perhaps the 58 Open was before those guys. Palmer had his chances at the 70 PGA. I think something you see at Southern Hills is that guys that can be really streaky can go nuts there as the course will allow for a low number if one is really on their game. And guys like Bolt, Floyd and Price fit that niche. I don't know that the approach that players like Hogan, Nicklaus and Woods have to the tournament works on that style of course.
I have no idea who I would pick, but someone like Zach Johnson or Luke Donald would be a good choice in my mind. I think their games suit the course very well. And who knows, perhaps Goosen can once again find the magic in Tulsa. Another guy to look out for would be Hunter Mahan. He's played a few Maxwell courses and knows how to putt the greens. Plus he is hot right now, but just hasn't broken through lately.
I think the stuff about grasses is overrated. I believe Tiger has won at Doral and I was under the impression that they have bermuda.