Issue 12, 2010
From the journal:

Chemical Communications

Remarkable anion effects uncovered in the development of a Au(iii)-catalyzed tandem nucleophilic substitution–1,5-enyne cycloisomerization process†

Jonathan P. Reeds,a   Adrian C. Whitwood,a   Mark P. Healyb  and  Ian J. S. Fairlamb*a  

* Corresponding authors

a Department of Chemistry, University of York, Heslington, York, UK
E-mail: ijsf1@york.ac.uk
Fax: +44 (0)1904 434091
Tel: +44 (0)1904 432516

b GlaxoSmithKline, New Frontiers Science Park, Third Avenue, Harlow, Essex, UK

Abstract

(ItPe)AuBr2(N-imidate) complexes, prepared in high yield by oxidative bromination, are active catalysts for 1,5-enyne cycloisomerization. An efficient tandem nucleophilic substitution–1,5-enyne cycloisomerization is promoted by these novel Au(III) precatalysts. Catalyst efficacy is affected by the imidate ligand and the silver salt used (e.g. Ag[Al(OC(CF3)3)4]).

Graphical abstract: Remarkable anion effects uncovered in the development of a Au(iii)-catalyzed tandem nucleophilic substitution–1,5-enyne cycloisomerization process

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Article information

DOI
https://doi.org/10.1039/B925919H
Article type
Communication
Submitted
10 Dec 2009
Accepted
28 Jan 2010
First published
15 Feb 2010

Chem. Commun., 2010,46, 2046-2048

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Remarkable anion effects uncovered in the development of a Au(III)-catalyzed tandem nucleophilic substitution–1,5-enyne cycloisomerization process

J. P. Reeds, A. C. Whitwood, M. P. Healy and I. J. S. Fairlamb, Chem. Commun., 2010, 46, 2046 DOI: 10.1039/B925919H

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