Nagato vs itatchi - Rinnegan > MS that really about says enough. Nagato.
Itatchi and nagato vs the five kages - Rinnegan + MS > them. Two best eyes. Madara basically won with that combo. Team 1.
Tsunade & MEi VS Ay & Gaara
Mei and Tsunade vs garaa and raikage - mei and tsunade
Katsuya offers both tsunade and mei a vantage position against ay and gaara. Ontop that massive summon ( at least 100x the size of everyone) Team 2 has to travel too far to get to them to effectively blitz them. Tsunade offers mei healing from any damage she sustains and mei offers long range attack and defence.
Mei Acidifies the air to a point where tsunade's byakugo can sustain her while injuring the opposing team. This will slowly kill off team 2, and more importantly, it will make them (ay for the most part) of getting close to mei as neither of them can heal and getting close will be exposure to unnecessary corrosion.
Gaara scale of jutsu is matched by Mei's scale, and flight won't keep him out of range. Sand sensing, Sand tsunami's aren't a factor as;
a) They're too high up atop a summoning for sand tsunami's to be of any use. If gaara had to use it, he'd need to put even more chakra in it so that it could cover a summon, and even then, Water style: Dragon flood would defend tsunade and mei from the wave traveling toward them.
b) They're not going to be hiding so the necessity of sand sensing is reduced to 0. Mei has no reason to use hidden mist, since it will more aid the opposing team while blinding hers. And sand sensing offers no use against boil release as it doesn't hinder vision.
As a team effort, katsuya spitting acid and defending her team, while team 2 slowly dissolve offers team 1 attack and defence.
Sitting a slug on mei's shoulder healers her from any blitzed sand damage or from any blitzed ay attacks, even though those attacks aren't likely to happen. Whenever Ay has noticeably started blitzing, mei and tsunade can easily hide inside katsuya while katsuya tries to absorb ay since he needs to run ontop of her. FRom there, ay is dead since he's being slowed down and restrained while there's acidified mist dissolving his skin. He'd sustain massive damage anytime he tried to attack.
The only way team 2 can remotely win is if gaara somehow sneaks sand 10+ stories without team 1 notices, and wraps it around mei and kills her. That way tsunade would be too overwhelmed. Other than that, any attack from team 2 would be sptted a mile off, and team 1 can hide inside katsuya against any real threats. Katsuya tanks the attacks for team 1 especially since she's never shown to really suffer damage. Team 1 re-emerge from katsuya and start hammering team 2 again. Team 2 won't get the priviledge of outlasting them due to boil release and the fact that tsunade will be transfering over her massive pool of chakra when necessary.
The fact that team 2 suffers continual damage, while team 1 heals all their damage means that Tsunade and Mei have this in the bag. They're all kage level, and they're all fine strategist. No one can bank on super intelligence or stupidity.
Tsunade And mei mid-high diff.
Sasuke (EMS) , Naruto (KCM) , Sakura (that seal) vs 5 kages- Close. Sakura is the team healer. Naruto matches Ay in speed so defends any blitz, not that it could kill anyone. Enton spamming messes up kages. Team 1.
Obito vs itatchi - obito
2nd mizukage vs itatchi - close. I don't know. Theoretically it's most like itachi; from the second strongest clan. Genius among said clan. CBA to actually think up the fight but itachi should win.
Muu or Hiruzen - Hiruzen. High agility, shadow clones and forbidden techs and enma. If it's old hiruzen, then he loses. If it's a younger hiruzen who isn't severely hindered by age, then he wins. Hiruzen or muu, either way.
Minato (KCM) vs Hashirama (SM) - Hashirama. He's too overwhelming
Madara (Edo) vs 5 hokages - hokages. Edo Hashirama will singlehandedly match up to him. The other 4 tip the scale.
A and B vs 3rd raikage - 3rd raikage. They're not that much faster than him, so there's no blitzing. They're not strong enough to get past his iron skin. They're not tanking nukite. He can last 2 days so there's no outlasting him.
Nagato and itatchi vs naruto (KCM) and sasuke (EMS) - Nagato and itachi. Preta path and deva path will completely and utterly mess up naruto and sasuke. Itachi's speed and jutsu will just kill them. Nagato would give itachi plenty of opening.
And lastly, the three legendary Sannin vs Naruto (KCM) , Sasuke (EMS), and sakura (seal) - Team 2. They've most likely surpassed the sannin. If ET is restricted that is.