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Copper-catalyzed enantioselective conjugate reduction of ?,?-unsaturated esters with chiral phenol-carbene ligands.

ABSTRACT: A chiral phenol-NHC ligand enabled the copper-catalyzed enantioselective conjugate reduction of ?,?-unsaturated esters. The phenol moiety of the chiral NHC ligand played a critical role in producing the enantiomerically enriched products. The catalyst worked well for various (Z)-isomer substrates. Opposite enantiomers were obtained from (Z)- and (E)-isomers, with a higher enantiomeric excess from the (Z)-isomer.

SUBMITTER: Mimura S

PROVIDER: S-EPMC7136546 | biostudies-literature | 2020

REPOSITORIES: biostudies-literature

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Copper-catalyzed enantioselective conjugate reduction of α,β-unsaturated esters with chiral phenol-carbene ligands.

Mimura Shohei S Mizushima Sho S Shimizu Yohei Y Sawamura Masaya M

Beilstein journal of organic chemistry 20200331

A chiral phenol-NHC ligand enabled the copper-catalyzed enantioselective conjugate reduction of α,β-unsaturated esters. The phenol moiety of the chiral NHC ligand played a critical role in producing the enantiomerically enriched products. The catalyst worked well for various (Z)-isomer substrates. Opposite enantiomers were obtained from (Z)- and (E)-isomers, with a higher enantiomeric excess from the (Z)-isomer. ...[more]

PMID: 32280383

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