Enantioselective Synthesis of Carbo- and Heterocycles through a CuH-Catalyzed Hydroalkylation Approach
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Author(s) • • • •
Wang, Yiming
Bruno, Nicholas Charles
Placeres, Angel L
Zhu, Shaolin
Buchwald, Stephen Leffler
Date Issued
August 2015
Journal
Journal of the American Chemical Society
Publisher
American Chemical Society (ACS)
Citation
Wang, Yi-Ming et al. “Enantioselective Synthesis of Carbo- and Heterocycles through a CuH-Catalyzed Hydroalkylation Approach.” Journal of the American Chemical Society 137, 33 (August 2015): 10524–10527 © 2015 American Chemical Society
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Final published version
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.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.1021/JACS.5B07061