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Synfacts 2009(8): 0875-0875  
DOI: 10.1055/s-0029-1217431
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Coupling without Decarbonylation

Contributor(s): Hisashi Yamamoto, Zhi Li
T. Iwai, T. Fujihara, J. Terao, Y. Tsuji*
Kyoto University, Japan
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Publication History

Publication Date:
23 July 2009 (online)

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Significance

An iridium-catalyzed stereoselective coupling of acid chloride and terminal alkynes was developed. It provides carbonyl and vinyl chloro functionalities in the same molecule with very high E/Z-selectivities. When two propargylic hydrogens exist in the alkyne reagent, substituted furans are furnished under similar conditions.