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

J Am Chem Soc

Department of Chemistry, University of California, Berkeley , Berkeley, California 94720, United States.

Published: August 2017

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Article Abstract

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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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5911161PMC
http://dx.doi.org/10.1021/jacs.7b06025DOI Listing

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