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

Author(s)
Bandar, Jeffrey; Ascic, Erhad; Buchwald, Stephen Leffler
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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.
Date issued
2017-04
URI
http://hdl.handle.net/1721.1/113034
Department
Massachusetts Institute of Technology. Department of Chemistry
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
ISSN
0002-7863
1520-5126

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