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Synfacts 2010(6): 0714-0714
DOI: 10.1055/s-0029-1219999
DOI: 10.1055/s-0029-1219999
Organo- and Biocatalysis
© Georg Thieme Verlag
Stuttgart ˙ New York
Asymmetric Michael Reaction Catalyzed by Chiral Thiophosphoramidate
A. Lu, R. Wu, Y. Wang*, Z. Zhou*, G. Wu, J. Fang, C. Tang
Nankai University, Tianjin, P. R. of China
Further Information
Publication History
Publication Date:
20 May 2010 (online)
![](https://www.thieme-connect.de/media/synfacts/201006/lookinside/thumbnails/10.1055-s-0029-1219999-1.jpg)
Significance
The authors report a highly efficient thiophosphoramidate bifunctional catalyst 1a based on the pyrrolidine backbone for the Michael reaction of ketones to nitroolefins. Various nitro-olefins are tolerated with excellent diastereoselectivity and enantioselectivity. Inferior catalytic performance was observed by using an oxo analogue 1b which might be related to its acidity.
Review: S. B. Tsogoeva Eur. J. Org. Chem. 2007, 1701-1716.