A Recyclable Organocatalyst for Asymmetric Michael Addition of Acetone to Nitroolefins
Aidang Lu, Tao Liu, Ronghua Wu, Youming Wang*, Guiping Wu, Zhenghong Zhou*, Jianxin Fang and Chuchi Tang
*State Key Laboratory of Elemento-Organic Chemistry,
Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, P.
R. China, Email: z.h.zhou
nankai.edu.cn, youmingwangeyou.com
A. Lu, T. Liu, R. Wu, Y. Wang, G. Wu, Z. Zhou, J. Fang, C. Tang, J. Org. Chem., 2011, 76, 3872-3879.
DOI: 10.1021/jo2002819
Abstract
Under the catalysis of a thiophosphoramide derived from 1,2-diphenylethane-1,2-diamine, adducts from the asymmetric Michael addition of acetone to both aromatic and aliphatic nitroolefins were obtained in high yields with excellent enantioselectivities under mild reaction conditions. Moreover, the catalyst could be recovered via simple phase separation and reused at least five times.
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Key Words
Nitro Compounds, Organocatalysis
ID: J42-Y2011-1400
