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Synfacts 2006(9): 0883-0883  
DOI: 10.1055/s-2006-942067
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Substituted Furans by Pt-Catalyzed Cyclization of Enynones

Contributor(s): Victor Snieckus, Todd Macklin
C. H. Oh*, V. R. Reddy, A. Kim, C. Y. Rhim
Hanyang University, Seoul, Korea
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Publication History

Publication Date:
23 August 2006 (online)

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Significance

A platinum-catalyzed cyclization of functionalized 2-(1-alkynyl)-2-alkene-1-ones incorporating nucleophilic addition of the applied solvent leading to the formation of 2,3,5-trisubstituted furans is reported. The reaction occurs under mild conditions and is compatible with many polar nucleophilic solvents including water, alcohols, amines, and ketones. Both cyclic and acyclic enynones undergo cyclizations generally in good to excellent yields.