Hmmm...I do not know. We have not seen all of Tobis jutsu, and we do not even know who is he yet.
But if Tobi did not have rinnegan, and Sasuke used MS...hmm...I say Sasuke would win all the way! haha
No idea although im favouring tobi.
Sasuke should be able to figure out how tobi's technique works. How he could outmanoeuvre him without having the speed or strategic thinking as some superior geniuses is beyond me.