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Synfacts 2011(4): 0400-0400  
DOI: 10.1055/s-0030-1259652
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Regio- and Stereoselective Bromocyanation of Alkynes

Contributor(s): Mark Lautens, Norman Nicolaus
M. Murai, R. Hatano, S. Kitabata, K. Ohe*
Kyoto University, Japan
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Publication History

Publication Date:
18 March 2011 (online)

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Significance

Catalytic addition reactions of substrates, such as XCN to carbon-carbon multiple bonds are useful transformations to enable atom economic 1,2-functionalizations. In this communication a regio- and stereoselective bromocyanation approach of alkynes 1 towards (Z)-β-bromo­acrylonitriles 3 using BrCN and catalytic amounts of gallium(III) chloride is described.