Round 1 itachi vs madara who fought hashirama at the valley of the end.
Itachi Vs Madara Who Would Win - Itachi • sharingan and mangekyo sharingan to help in battle by interpreting jutsu and movements allowing them to be predicted • tsukuyomi to trap master in genjutsu • master in shurikenjutsu • master in fire style release and well versed in water release.