Here's why it's complicated:
* Itachi's Sharingan: The Sharingan, and especially Itachi's Mangekyo Sharingan, grants him immense power:
* Tsukuyomi: A genjutsu that can trap opponents in an illusion for what feels like days.
* Amaterasu: Black flames that are nearly impossible to extinguish.
* Susanoo: A powerful armor with a variety of attacks, including the Totsuka Blade and Yata Mirror, which are essentially unbeatable.
* Naruto's Sage Mode: Sage Mode grants Naruto:
* Enhanced senses: Allows him to react faster and anticipate attacks.
* Increased physical prowess: Significantly boosts his speed, strength, and durability.
* Rasenshuriken: A devastating jutsu that disrupts cells on a molecular level.
What's likely to happen:
* Itachi's Sharingan would be a huge advantage: Tsukuyomi could easily trap Naruto, and Amaterasu is a threat that even Sage Mode might struggle to overcome.
* Naruto's strength and durability: Could give him a chance to break free from Tsukuyomi, or even withstand Amaterasu. The Rasenshuriken could potentially hurt Itachi, but not necessarily defeat him.
* Naruto's strategy: To have any chance, Naruto would need to avoid direct confrontation and focus on using his speed and intelligence to find an opening.
Conclusion:
* Itachi has the overwhelming edge: His Sharingan powers are too potent for Naruto to overcome easily.
* Naruto has a slight chance: If he can somehow evade Itachi's attacks and land a decisive blow with the Rasenshuriken, he might have a chance.
* The fight would be incredibly close and dramatic: The sheer skill and power of both characters would make for an epic clash.
Ultimately, while it's possible Naruto could win in a very specific scenario, the odds are heavily stacked in Itachi's favor.