Enantioselective CuH-Catalyzed Reductive Coupling of Aryl Alkenes and Activated Carboxylic Acids
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Author(s)
Bandar, Jeffrey
Ascic, Erhad
Buchwald, Stephen Leffler
Date Issued
April 2017
Journal
Journal of the American Chemical Society
Publisher
American Chemical Society (ACS)
Citation
Bandar, Jeffrey S. et al. “Enantioselective CuH-Catalyzed Reductive Coupling of Aryl Alkenes and Activated Carboxylic Acids.” Journal of the American Chemical Society 138, 18 (April 2016): 5821–5824 © 2016 American Chemical Society
Version
Final published version
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 α-substituted ketones or alcohols with excellent stereoselectivity and functional group tolerance.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.1021/JACS.6B03086
