Sasuke will lose to Naruto, BUT he won't leave malcontentedly like Madara did, because Naruto will Revive The Uchiha Clan and Itachi (hope), This revival will soothe Sasuke and pay him back in full for his Sorrows and anger. It fits because Sasuke has always demanded the lives of his family back.
his act of full revival will close the circle of Hatred and reunite the two halves of the SO6P,. When this happens, I wish for the past Hokages (and espescially Hashirama and Madara) to be witnesses to it.
Of course, to be able to revive so many and not die will be the issue. Maybe Naruto's new powerup, or a portion of The Jubi's Life force (since it is the progenitor) will be enough.