Synthesis 2009(9): 1573-1577  
DOI: 10.1055/s-0029-1216639
SPECIALTOPIC
© Georg Thieme Verlag Stuttgart ˙ New York

Sulfonyl Hydrazine as New Functionality in Organocatalysis: Camphor­sulfonyl Hydrazine Catalyzed Enantioselective Aza-Michael Addition

Ling-Yan Chen, Hao He, Bao-Jian Pei, Wing-Hong Chan, Albert W. M. Lee*
Department of Chemistry, Hong Kong Baptist University, Hong Kong, P. R. of China
Fax: +852 34117438; e-Mail: alee@hkbu.edu.hk;
Further Information

Publication History

Received 10 February 2009
Publication Date:
14 April 2009 (online)

Abstract

Sulfonyl hydrazine is a new functionality for the Lewis base organocatalysis. Nα-substituted camphorsulfonyl hydrazines (CaSH) are effective organocatalysts for the asymmetric aza-Michael addition to α,β-unsaturated aldehydes with enantioselectivity of up to 90%.