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Synfacts 2006(8): 0829-0829  
DOI: 10.1055/s-2006-942003
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Base-Promoted Three-Component Coupling of Aldehydes and Alkynes

Contributor(s): Paul Knochel, Andrei Gavryushin
S.-H. Wang, Y.-Q. Tu*, P. Chen, X.-D. Hu, F.-M. Zhang, A.-X. Wang
Lanzhou University, P. R. of China
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Publication History

Publication Date:
21 July 2006 (online)

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Significance

Enynols are useful precursors for the synthesis of various carbon frameworks, like furanes, cyclopentenones, oxetanes and allenes. Thus, a simple way of their preparation is of significant interest. Here, the authors reported a straight­forward protocol for the synthesis of 1-en-4-yn-3-ols and 2-en-4-yn-1-ols starting from two acetylenes and one molecule of an aldehyde. Depending on the workup, two different types of products can be obtained. Heterocyclic aldehydes can be successfully used in the reaction.