Gold-Catalyzed Hydroxy- and Alkoxycyclization of Functionalized Enynes

Abstract A general Au III catalytic system is described for the efficient hydroxy- and alkoxycyclization reactions of 1,6-enynes. The reactions lead to carbo- and heterocyclic alcohols or ethers in good to excellent yields. The cyclizations are conducted in the presence of AuCl 3 /AgSbF 6 /PPh 3 cat...

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Bibliographic Details
Published in:Synlett 2007-07, Vol.2007 (11), p.1780-1784
Main Authors: Genin, Emilie, Leseurre, Lucie, Toullec, Patrick Yves, Genêt, Jean-Pierre, Michelet, Véronique
Format: Article
Language:English
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cluster
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Summary:Abstract A general Au III catalytic system is described for the efficient hydroxy- and alkoxycyclization reactions of 1,6-enynes. The reactions lead to carbo- and heterocyclic alcohols or ethers in good to excellent yields. The cyclizations are conducted in the presence of AuCl 3 /AgSbF 6 /PPh 3 catalyst in dioxane-water or various alcohols at room temperature. The hydroxycyclization reactions of 1,7-enynes afforded either the methyl ketone or a mixture of the methyl ketone and the carbocyclic alcohol.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2007-982570