NiH‐Catalyzed Asymmetric Remote Hydroalkylation of Alkenes with Racemic α‐Bromo Amides

Here we report a terminal‐selective, asymmetric remote hydroalkylation of olefins with racemic α‐bromo amides, through NiH‐catalyzed alkene isomerization and subsequent alkylation reaction that can enantioconvergently introduce an unsymmetrical sec‐alkyl group from a racemic α‐bromo amide onto a terminal sp3 C–H position along the hydrocarbon chain of alkene. This mild process affords a range of structurally diverse chiral α‐alkylalkanoic amides in excellent yields, high regioselectivities, and enantioselectivities. In addition, the synthetic utility of this protocol is further highlighted by the regioconvergent conversion of industrial raw materials of isomeric olefin mixtures into enantioriched α‐alkylalkanoic amides on large‐scale.

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