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Synlett 2012(1): 54-56  
DOI: 10.1055/s-0031-1289567
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© Georg Thieme Verlag Stuttgart ˙ New York

Gold-Catalyzed Regioselective Dimerization of Aliphatic Terminal Alkynes

Sheng Sun, Julien Kroll, Yingdong Luo, Liming Zhang*
Department of Chemistry and Biochemistry, University of California, Santa Barbara, CA 93106, USA
Fax: +1(805)8934120; e-Mail: zhang@chem.ucsb.edu;
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Publication History

Received 7 September 2011
Publication Date:
09 November 2011 (online)

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Abstract

A gold-catalyzed regioselective homodimerization of ­aliphatic terminal alkynes is described. Bulky and less Lewis acidic t-BuXPhosAuNTf2 is the preferred catalyst, and the additive, anhydrous NaOAc, substantially facilitates the reaction.

Key words

gold - dimerization - regioselectivity - terminal alkynes - enynes

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