J. Am. Chem. Soc., 124 (22), 6254 -6255, 2002. 10.1021/ja026412k S0002-7863(02)06412-0
Web Release Date: May 11, 2002

Copyright © 2002 American Chemical Society

Direct L-Proline-Catalyzed Asymmetric -Amination of Ketones

Nagaswamy Kumaragurubaran, Karsten Juhl, Wei Zhuang, Anders Bgevig, and Karl Anker Jrgensen*

Center for Catalysis, Department of Chemistry, Aarhus University, DK-8000 Aarhus C, Denmark

Received April 4, 2002

Abstract:

The first direct catalytic asymmetric -amination of ketones catalyzed by L-proline has been developed. The reactions proceed with various azodicarboxylates as the nitrogen source in high yields and excellent enantioselectivities (up to 99% ee). The scope and potential of the reaction are demonstrated by further transformation of the -hydrazino ketones formed to both optically active syn and anti--amino alcohol derivatives.


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