senario 1 could go either way
team 1 has the sicker moves and attacks,but kakashi would be able to figure out the weakness of deidara and maybe even the secret behind kamui (having tobirama on ones side is a big advantage if it comes to strategies),
tobirama is also a s/t user with monstrous chakra, can do many shadow clones and would be able to summon masses of water, which can be used to gain hight reaching deidara with water dragons.
Kakashi also is a clone user which means that intel is made faster for team 2
But one should not forget obito has kamui and 1 izanagi while deidara is able to fly and has great fire power, but after kakashi figured out deidaras weakness every clay bomb would be nullified with a raiton shurikan or kunai.
The problem really is obito with kamui and izanagi and to catch deidara out of the air, it really could go either way, requires how fast kakashi will be able to figure out kamuis weakness.
senario2 team 2 very high diff
with full intel right to begin, it would be easy for team 2 to force obito going into that dimension, while kakashi kamuies clones or ninjutsus right into the kamui land, maybe even a marked kunai of tobirama.
with full intel team 2 won't wait until deidara is up in the sky, tobirama can mark deidaras bird when no one pay attention ( Kakashi is fighting with obito) while deidara hasn't the reaction time to see tobiramas fast movements ( tobirama can mark, sett bombs so fast even minato wasn't able to notice in the war arc )
obito has an extra life but team 2 has intel on that too and both kakashi and tobirama are tacticians, who will make up great strategies.
OP: good matchup! i would like to see this fight in animation.