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Synfacts 2006(12): 1237-1237  
DOI: 10.1055/s-2006-949493
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Gold-Catalyzed Carboalkoxylation of Alkynes

Contributor(s): Hisashi Yamamoto, Joshua P. Abell
P. Dubé, F. D. Toste*
University of California, Berkeley, USA
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Publication History

Publication Date:
22 November 2006 (online)

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Significance

Recently reported cationic phosphine-gold(I) complexes have shown catalytic activity towards alkynes. This paper shows activation of alkynes catalyzed by gold(I) complexes ending with the trapping of the vinylgold intermediate with a carbon electrophile. The authors determined the mechanism of the reaction as well as demonstrated chirality transfer. The resulting products are highly useful intermediates in the synthesis of more complex compounds.