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Enantioselective Hydroalkylation of α,β-Unsaturated Amides through Reversed syn-Hydrometallation of NiH

Enantioselective synthesis of a wide range of
structurally diverse β-chiral amides has been achieved through nickel-catalyzed regio-reversed
hydroalkylation of α,β-unsaturated
amides with alkyl iodides in the presence of a hydrosilane. Different from the classical
homolysis/enantioconvergent recombination process of Ni(III) intermediates as
the enantio-determining step, chiral induction in this reductive
hydroalkylation was achieved through an enantiodifferentiating regio-reversed syn-hydrometallation process of α,β-unsaturated amides.