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Synfacts 2010(6): 0688-0688  
DOI: 10.1055/s-0029-1219861
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Enantioselective Conjugate Addition of Cyanide

Contributor(s): Mark Lautens, Stephen G. Newman
J. Wang, W. Li, Y. Liu, Y. Chu, L. Lin, X. Liu, X. Feng*
Sichuan University, Chengdu, P. R. of China
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Publication History

Publication Date:
20 May 2010 (online)

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Significance

While several methods for the 1,2-addition of cyanide to ketones and imines exist, conjugate additions are less well-developed. The authors present an enantioselective conjugate addition of cyanide to diethylbenzylidene malonates in good yields and enantioselectivities. A highly modular titanium catalyst is used, which was previously explored in asymmetric 1,2-additions by Feng and co-workers (Chem. Eur. J. 2009, 15, 11642).