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Synfacts 2007(5): 0500-0500  
DOI: 10.1055/s-2007-968458
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Gold(I)-Catalyzed Stereoselective Cyclization of 1,5-Enynes

Contributor(s): Hisashi Yamamoto, Marina Naodovic
A. K. Buzas, F. M. Istrate, F. Gagozs*
Ecole Polytechinique, Palaiseau, France
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Publication History

Publication Date:
24 April 2007 (online)

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Significance

Stereoselective syntheses of the cyclopentyl unit via novel enyne-type cyclizations are described. This is a powerful method for diastereo­selective preparation of highly functionalized precursors which can be further synthetically elaborated. The authors have shown a superior generality of the method employing various enynes with equal efficiency. In addition, they have demonstrated the usefulness of the dienes obtained by producing fused bicyclic products via quantitative ring-closing metathesis.