Rock Paper Scissors, Rock > Scissors, Scissors > Paper. Just because Scissors > Paper, and Rock > Scissors does that mean Rock > Paper? No it doesn't. Just because Naruto can't defeat Kimimaro, Lee has a whole different fighting style, so he may be able to win. Kimimaro isn't as strong as you think, and he's definately not just under the legendary 3, he's most likely at the level of a chuunin.