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Enantioselective CuH-Catalyzed Reductive Coupling of Aryl Alkenes and Activated Carboxylic Acids.

ABSTRACT: A new method for the enantioselective reductive coupling of aryl alkenes with activated carboxylic acid derivatives via copper hydride catalysis is described. Dual catalytic cycles are proposed, with a relatively fast enantioselective hydroacylation cycle followed by a slower diastereoselective ketone reduction cycle. Symmetrical aryl carboxyclic anhydrides provide access to enantioenriched ?-substituted ketones or alcohols with excellent stereoselectivity and functional group tolerance.

SUBMITTER: Bandar JS

PROVIDER: S-EPMC4866599 | biostudies-literature | 2016 May

REPOSITORIES: biostudies-literature

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Enantioselective CuH-Catalyzed Reductive Coupling of Aryl Alkenes and Activated Carboxylic Acids.

Bandar Jeffrey S JS Ascic Erhad E Buchwald Stephen L SL

Journal of the American Chemical Society 20160429 18

A new method for the enantioselective reductive coupling of aryl alkenes with activated carboxylic acid derivatives via copper hydride catalysis is described. Dual catalytic cycles are proposed, with a relatively fast enantioselective hydroacylation cycle followed by a slower diastereoselective ketone reduction cycle. Symmetrical aryl carboxyclic anhydrides provide access to enantioenriched α-substituted ketones or alcohols with excellent stereoselectivity and functional group tolerance. ...[more]

PMID: 27121395

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