Kabuto...
He's has more than enough wits demonstrated against Kakashi himself.[
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] With these, he definitely has this edge against Asuma and Kurenai given how Kakashi is superior in
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. He can use these to deceive them as they fight against him. Causing them to falter.
Asuma hasn't shown feats that can allow him to react or handle his Soldier Pill attacks. Tsunade was unable to keep up for the most part here.[
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] Asuma would get blitzed, paralyzed, and get taken down. Kurenai's Illusion isn't going to work given how he can
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. Those with Medical Ninjutsu are very
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. So Kabuto definitely can break out of genjutsu using this method. Then he takes her down as well.
Basically speaking, Kabuto can win this through pill-enhanced close combat. Tsunade who has better CQC feats was being pushed back. Asuma's ranged attacks are unlikely to go in reach towards him, given his feats. No reason for me to believe he and her have good chances of keeping up with him.
Unless I could be shown otherwise.