Board Thread:Versus Debates/@comment-26943586-20150830195657/@comment-26837586-20150903122255

I think Itachi has the highest chance to win here. Itachi has Sword of Totsuka, which some might forget, that if he stabs anyone with that Sword, instant win. Sasuke with the 'Sharinnegan' might proves troublesome though, but sadly, Since Madara became TTJ, he doesn't (or cannot?) use his Susano'o, hence removing Uchiha's strongest defense from the Uchiha himself. So, Itachi can just take the right positioning and stab Madara.

And I think that Limbo can't stop the Sword, since it will just cut through, sealing both the Limbo and Madara. And also, I don't think with the preparation time, Madara can't find out about Itachi's possession of Sword of Totsuka, since Orochimaru also doesn't know that Itachi has the sword at all.