AuI-catalyzed cycloisomerization of 1,5-enynes bearing a propargylic acetate: formation of unexpected bicyclo[3.1.0]hexene

Nicolas Marion; Pierre de Frémont; Gilles Lemière; Edwin D. Stevens; Louis Fensterbank; Max Malacria; Steven P. Nolan

doi:10.1039/B602839J

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Au^I-catalyzed cycloisomerization of 1,5-enynes bearing a propargylic acetate: formation of unexpected bicyclo[3.1.0]hexene†

Nicolas Marion,^a Pierre de Frémont,^a Gilles Lemière,^b Edwin D. Stevens,^a Louis Fensterbank,^b Max Malacria^b and Steven P. Nolan*^a

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* Corresponding authors

^a Department of Chemistry, University of New Orleans, New Orleans, USA
E-mail: snolan@uno.edu
Fax: (+1) 504 280 6860
Tel: (+1) 504 280 6445

^b Université Pierre et Marie Curie, Laboratoire de Chimie Organique, UMR CNRS 7611, Institut de Chimie Moléculaire FR 2769, Tour 44–54 case 229, 4 place Jussieu, 75252 Paris cedex 05, France

Abstract

The use of N-heterocyclic carbene (NHC) as a ligand in the gold(I)-catalyzed cycloisomerization of enyne results in the assembly of a new carbocyclic product.

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Article information

DOI: https://doi.org/10.1039/B602839J
Article type: Communication
Submitted: 24 Feb 2006
Accepted: 13 Mar 2006
First published: 13 Apr 2006

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Chem. Commun., 2006, 2048-2050

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Au^I-catalyzed cycloisomerization of 1,5-enynes bearing a propargylic acetate: formation of unexpected bicyclo[3.1.0]hexene

N. Marion, P. de Frémont, G. Lemière, E. D. Stevens, L. Fensterbank, M. Malacria and S. P. Nolan, Chem. Commun., 2006, 2048 DOI: 10.1039/B602839J

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