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Enantioselective Synthesis of Carbo- and Heterocycles through a CuH-Catalyzed Hydroalkylation Approach.

ABSTRACT: The enantioselective, intramolecular hydroalkylation of halide-tethered styrenes has been achieved through a copper hydride-catalyzed process. This approach allowed for the synthesis of enantioenriched cyclobutanes, cyclopentanes, indanes, and six-membered N- and O-heterocycles. This protocol was applied to the synthesis of the commercial serotonin reuptake inhibitor (-)-paroxetine.

SUBMITTER: Wang YM

PROVIDER: S-EPMC4558994 | biostudies-literature | 2015 Aug

REPOSITORIES: biostudies-literature

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Enantioselective Synthesis of Carbo- and Heterocycles through a CuH-Catalyzed Hydroalkylation Approach.

Wang Yi-Ming YM Bruno Nicholas C NC Placeres Ángel L ÁL Zhu Shaolin S Buchwald Stephen L SL

Journal of the American Chemical Society 20150812 33

The enantioselective, intramolecular hydroalkylation of halide-tethered styrenes has been achieved through a copper hydride-catalyzed process. This approach allowed for the synthesis of enantioenriched cyclobutanes, cyclopentanes, indanes, and six-membered N- and O-heterocycles. This protocol was applied to the synthesis of the commercial serotonin reuptake inhibitor (-)-paroxetine. ...[more]

PMID: 26256576

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