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

Authors :
Bohan PT
Toste FD
Source :
Journal of the American Chemical Society [J Am Chem Soc] 2017 Aug 16; Vol. 139 (32), pp. 11016-11019. Date of Electronic Publication: 2017 Aug 03.
Publication Year :
2017

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.

Details

Language :
English
ISSN :
1520-5126
Volume :
139
Issue :
32
Database :
MEDLINE
Journal :
Journal of the American Chemical Society
Publication Type :
Academic Journal
Accession number :
28771334
Full Text :
https://doi.org/10.1021/jacs.7b06025