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Communication

Room Temperature Au(I)-Catalyzed exo-Selective Cycloisomerization of Acetylenic Acids: An Entry to Functionalized γ-Lactones

Supporting Info

Emilie Genin, Patrick Yves Toullec, Sylvain Antoniotti, Célia Brancour, Jean-Pierre Genêt,* and Véronique Michelet*;

Laboratoire de Synthse Slective Organique et Produits Naturels, E.N.S.C.P., UMR 7573, 11 rue P. et M. Curie, F-75231 Paris Cedex 05, France

J. Am. Chem. Soc., 2006, 128 (10), pp 3112–3113

DOI: 10.1021/ja056857j

Publication Date (Web): February 17, 2006

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, jean-pierre-genet@enscp.fr, ; , veronique-michelet@enscp.fr

Abstract

A highly efficient gold-catalyzed cyclization reaction of various functionalized acetylenic acids is described. The cyclizations are conducted in the presence of Au(I) catalyst in acetonitrile at room temperature in a short reaction time. The reaction conditions are compatible with several functional groups, such as ester, alkene, alkyne, chloro, and free or protected alcohol, and lead to original γ-lactones in good to excellent yields.

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