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Gold‐ and Platinum‐Catalyzed Cycloisomerization of Enynyl Esters versus Allenenyl Esters: An Experimental and Theoretical Study |
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| Authors: | Nicolas Marion Dr Gilles Lemière Andrea Correa Chiara Costabile Rubén S Ramón Xavier Moreau Dr Pierre de Frémont Dr Rim Dahmane Alexandra Hours Dr Denis Lesage Jean‐Claude Tabet Prof Dr Jean‐Philippe Goddard Dr Vincent Gandon Dr Luigi Cavallo Prof Dr Louis Fensterbank Prof Dr Max Malacria Prof Dr Steven P Nolan Prof Dr |
| Institution: | 1. Institute of Chemical Research of Catalonia (ICIQ), Av. Pa?sos Catalans 16, 43007 Tarragona (Spain), Fax: (+34)?977‐920‐224;2. Present address: Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Room 18‐343, Cambridge, MA 02139 (USA);3. Laboratoire de?Chimie Organique, UMR CNRS 7611‐FR2769, UPMC—Univ. Paris 06, B. 229, 4 place Jussieu, 75005 Paris (France);4. Department of Chemistry, University of Salerno via Ponte don Melillo, Fisciano, 84084 (Italy);5. Present address: School of Chemistry, University of St‐Andrews, St‐Andrews KY16 9ST (UK);6. Department of Chemistry, University of New Orleans, 2000 Lakeshore Drive, New Orleans, LA 70148 (USA);7. Laboratoire de Chimie Structurale Organique et Biologique, UMR CNRS 7613, Université Pierre et Marie Curie (UPMC), B. 229, 4 place Jussieu, 75005 Paris (France) |
| Abstract: | Ester‐way to heaven : Unexpected formation of bicyclo3.1.0]hexene 4 was the main focus of combined experimental and theoretical studies on the Au‐catalyzed cycloisomerization of branched dienyne 1 (see scheme), which provided better understanding of the mechanistic details governing the cyclization of enynes bearing a propargylic ester group.  |
| Keywords: | alkynes allenes cycloisomerization density functional calculations gold |