Issue 20, 2010

A highly efficient asymmetric Michael addition of α,α-disubstituted aldehydes to maleimides catalyzed by primary amine thiourea salt

Abstract

The first highly efficient Michael addition of challenging α,α-disubstituted aldehydes to maleimides catalyzed by a simple bifunctional primary amine thiourea catalyst/benzoic acid system has been successfully developed to generate quaternary carbon centers in high yields (up to 99%) with excellent enantioselectivities (91–99%).

Graphical abstract: A highly efficient asymmetric Michael addition of α,α-disubstituted aldehydes to maleimides catalyzed by primary amine thiourea salt

Supplementary files

Article information

Article type
Paper
Submitted
21 May 2010
Accepted
19 Jul 2010
First published
23 Aug 2010

Org. Biomol. Chem., 2010,8, 4767-4774

A highly efficient asymmetric Michael addition of α,α-disubstituted aldehydes to maleimides catalyzed by primary amine thiourea salt

F. Yu, Z. Jin, H. Huang, T. Ye, X. Liang and J. Ye, Org. Biomol. Chem., 2010, 8, 4767 DOI: 10.1039/C0OB00154F

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