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Synfacts 2010(11): 1278-1278  
DOI: 10.1055/s-0030-1258800
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Regio- and Stereoselective Difunctionalization of Alkynes

Contributor(s): Mark Lautens, Norman Nicolaus
Z. Chen, J. Li, H. Jiang*, S. Zhu, Y. Li, C. Qi
South China University of Technology, Guangzhou, P. R. of China
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Publikationsdatum:
21. Oktober 2010 (online)

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Significance

Terminal alkynes are readily available and widely used building blocks in organic synthesis. This publication describes a straight­forward transition-metal-catalyzed transformation of terminal alkynes into the corresponding (Z)-β-haloenol acetates in a regio- and stereoselective manner using AgBF4 as the catalyst. The reactions can be simply carried out in acetic anhydride as the solvent and NXS were found to be an efficient halogen source.