J. Am. Chem. Soc., 129 (14), 4124 -4125, 2007. 10.1021/ja069245n S0002-7863(06)09245-6
Web Release Date: March 16, 2007

Copyright © 2007 American Chemical Society

Organocatalysis in Radical Chemistry. Enantioselective -Oxyamination of Aldehydes

Mukund P. Sibi* and Masayuki Hasegawa

Department of Chemistry, North Dakota State University, Fargo, North Dakota 58105

mukund.sibi@ndsu.edu

Received December 22, 2006

Abstract:

We have developed an efficient radical -oxyamination reaction using chiral organocatalysts. The reaction can be carried out with inexpensive SET reagents, and a reasonably broad substrate scope has been established. Good to high enantioselectivity for the -oxygenated products are obtained using 20 mol % of the catalyst. The methodology reported in this work adds to the repertoire of asymmetric radical reactions that can be conducted using organocatalysts.


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