4.8 Article

Well-Defined Chiral Gold(III) Complex Catalyzed Direct Enantioconvergent Kinetic Resolution of 1,5-Enynes

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 139, Issue 32, Pages 11016-11019

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.7b06025

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Funding

  1. NIGMS [R35 GM118190]

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The development of a gold(III) catalyzed direct enantioconvergent 1,5-enyne cycloisomerization and kinetic resolution reaction is described. The transformation results in highly enantioenriched bicyclo [3.1.0]-hexenes at all levels of conversion, with no racemization or symmetrization taking place during the course of the reaction, and simultaneously affords optically enriched 1,5-enynes. This report marks the first highly enantioselective transformation catalyzed by a well-defined cationic gold (III) catalyst and demonstrates the unique potential of gold(III) complexes in enantioselective catalysis.

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