Water-Compatible Iminium Activation: Highly Enantioselective Organocatalytic Michael Addition of Malonates to α,β-Unsaturated Enones
Zhifeng Mao, Yaomei Jia, Wenyi Li and Rui Wang*
*State Key Laboratory of Applied Organic Chemistry and
Institute of Biochemistry and Molecular Biology, Lanzhou University, Lanzhou,
730000 China, Email: wangrui
lzu.edu.cn
Z. Mao, Y. Jia, W. Li, R. Wang, J. Org. Chem., 2010, 75, 7428-7430.
DOI: 10.1021/jo101188m
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Abstract
A highly enantioselective Michael addition of malonates to α,β-unsaturated ketones in water is catalyzed by a primary-secondary diamine catalyst containing a long alkyl chain. This asymmetric Michael addition process allows the conversion of various α,β-unsaturated ketones.
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Key Words
1,4-addition, green chemistry, organocatalysis
ID: J42-Y2010-3010
