An asymmetric addition of arylboronic acids to pyrazolinone ketimines is reported using palladium/chiral N,N′‐disulfonyl bisimidazoline (Bim) catalytic system, producing 25 examples of enantioenriched 4‐amino‐5‐pyrazolones bearing one quaternary carbon stereocenter with 60–91% yields and 81–98% ee. The reaction demonstrates remarkable compatibility regarding pyrazolinone ketimines and arylboronic acids, rendering an enantioselective access to chiral aza‐heterocycles bearing α‐tertiary amines.
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