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

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

*Laboratoire de Synthèse Sélective Organique et Produits Naturels, E.N.S.C.P., UMR 7573, 11 rue P. et M. Curie, F-75231 Paris Cedex 05, France, Email:,

E. Genin, P. Y. Toullec, S. Antioniotti, C. Brancour, J.-P. Genêt, V. Michelet, J. Am. Chem. Soc., 2006, 128, 3112-3113.

DOI: 10.1021/ja056857j


A highly efficient gold-catalyzed cyclization reaction of various functionalized acetylenic acids leads to γ-lactones in good to excellent yields. The reaction conditions are compatible with several functional groups, such as ester, alkene, alkyne, chloro, and free or protected alcohol.

see article for more examples

Au2O3 as a Stable and Efficient Catalyst for the Selective Cycloisomerization of γ-Acetylenic Carboxylic Acids to γ-Alkylidene-γ-Butyrolactones

P. Y. Toullec, E. Genin, S. Antoniotti, J.-P. Genêt, V. Michelet, Synlett, 2008, 707-711.

Key Words


ID: J48-Y2006-1650