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Synfacts 2010(10): 1142-1142  
DOI: 10.1055/s-0030-1258642
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Enantioselective Conjugate Addition of Alkynes to Thioamides

Contributor(s): Mark Lautens, Stephen G. Newman
R. Yazaki, N. Kumagai*, M. Shibasaki*
Institute of Microbial Chemistry, Tokyo and The University of Tokyo, Japan
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Publication History

Publication Date:
22 September 2010 (online)

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Significance

Enantioselective conjugate additions of alkynes are exceptionally difficult. Recent progress has been made toward this goal using highly reactive Michael acceptors. The authors present the first example of enantioselective terminal alkyne conjugate addition to unsaturated thioamides, a diverse and easily derivatized Michael acceptor.