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If Izanami determines one's destiny then why didn't Itachi use it on Sasuke to ensure that he wouldn't turn against the Leaf village?

It's possible ... I'm guessing that the "preparation" in 581 Itachi was referring to was getting Nagato's cells. We shall see.

My prediction is that just as Hidan needed Asuma's blood to execute his jutsu, Itachi needs Kabuto's dna in order to perform Izanami. To me it seemed odd that Itachi had a chance to swipe at Kabuto's head and missed. It was almost intentional. Plausible? Also, I think Izanami needs a...

"Shinobi who break the rules are scum but those who abandon their friends are worse than scum." Doesn't this apply to Naruto and Sasuke? Guess Kakashi forgot to add a caveat " ... unless your friend has sworn to destroy your village." Lol