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Synfacts 2006(8): 0848-0848  
DOI: 10.1055/s-2006-942027
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart · New York

Bifunctional Catalyst for the Michael Addition of Cyclohexanone to Nitroolefins

Contributor(s): Benjamin List, Subhas Chandra Pan
C.-L. Cao, M.-C. Ye, X.-L. Sun, Y. Tang*
Shanghai Institute of Organic Chemistry, P. R. of China
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Publication History

Publication Date:
21 July 2006 (online)

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Significance

Here the authors report a pyrrolidine-thiourea bifunctional catalyst for the enantio­selective Michael addition of cyclohexanone to nitro­olefins. The authors have observed an improved reaction rate when using n-butyric acid as additive. With 20 mol% of the catalyst 1, good to excellent yields (63-99%) and excellent enantioselectivities (88-98%) are obtained for different aryl and alkyl nitroolefins.