Thats because the 1st cud suppress tailed beast so he didn't really go against it and J-man didn't want to hurt 4 tails because then he wud be hurting Naruto so your concept is a fail.nidaime and shodaime would win, shodaime went up against 9 tails kyuubi and ems madara , and came out alive, jman went up against 3 or 4 tail naruto and was close to dieing.