Would Sasuke have lost to Itachi?

Sasuke WAS able to beat Itachi in the manga and the anime, but not only he beaten Itachi, Itachi LET sasuke to defeat him because he wanted sasuke to become strong like him and would succumb to the terminal illness he has due to him using Tsukuyomi too much during his lifetime as a rogue ninja .

Would Sasuke be weak if he stayed in Konoha?

Weaker definitely. Orochimaru gave him curse mark which Sasuke learned to master and control.

Why didn’t Orochimaru take Itachi?

Orochimaru was actually going after Itachi, Sasuke’s older brother. After he failed on getting Itachi’s body he decided to get his youngest brother, Sasuke, because he was going to be an easier target. The main reason why he even targeted Itachi was because of his Sharingan.

What if Sasuke was trained by Itachi?

Once Sasuke feels that there is nothing left that Itachi can teach him, he will simply move on. If Itachi started training sasuke without killing the entire clan, Sasuke would not have awakened his sharingan early. He may not even awaken the Mangekyo.

Could Itachi have beaten Sasuke if he wanted to?

15 Itachi. Itachi Uchiha should be the least surprising name on this list. After all, his fight against Sasuke showed that Itachi had the upper hand plenty of times and, if not for his illness, he likely could have ended Sasuke. So even though Itachi passed away, it is safe to say that Sasuke never really beat him.

Could Itachi have killed Sasuke if he wanted to?

If Itachi had wanted to kill Sasuke, he could have done it at any point in the fight. Itachi was leagues above Sasuke in skill and that isn’t debatable in the slightest. Itachi was slamming Sasuke in the Taijutsu part of the fight. Like actually slamming him.

Will Sasuke join orochimaru?

In both scenarios, Sasuke goes to Orochimaru at the end of his fight with Naruto at the Valley of the End, after his Sharingan has matured while fighting with Naruto and having released the second form of the Cursed Seal that was placed on him by Orochimaru.

Why didnt Itachi help Sasuke?

Itachi knew that the sharingan develops through mental trauma. Therefore, traumatizing Sasuke would make him stronger, which would at the same time make him more capable of protecting himself and more valuable to Konoha.