Issue 27, 2010
From the journal:

Chemical Communications

Transannular, decarboxylative Claisen rearrangement reactions for the synthesis of sulfur-substituted vinylcyclopropanes†

Donald Craig,*a   Sophie J. Gore,a   Mark I. Lansdell,b   Simon E. Lewis,c   Alexander V. W. Maywegd  and  Andrew J. P. Whitee  

* Corresponding authors

a Department of Chemistry, Imperial College London, South Kensington Campus, London, UK
E-mail: d.craig@imperial.ac.uk
Fax: +44 (0)20 7594 5868
Tel: +44 (0)20 7594 5771

b Discovery Chemistry, Pfizer Global Research and Development, Ramsgate Road, Sandwich, Kent, UK

c Department of Chemistry, University of Bath, Bath, UK

d F. Hoffmann–La Roche Ltd, Pharmaceuticals Division, Grenzacherstrasse 124, CH-4070 Basel, Switzerland

e Chemical Crystallography Laboratory, Imperial College London, South Kensington Campus, London, UK

Abstract

Unsaturated ε-lactones bearing an α-arylsulfonyl or α-arylsulfoximinyl substituent undergo stereoselective transannular, decarboxylative Claisen rearrangement to give substituted vinylcyclopropanes.

Graphical abstract: Transannular, decarboxylative Claisen rearrangement reactions for the synthesis of sulfur-substituted vinylcyclopropanes

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Article information

DOI
https://doi.org/10.1039/C0CC00976H
Article type
Communication
Submitted
16 Apr 2010
Accepted
12 May 2010
First published
01 Jun 2010

Chem. Commun., 2010,46, 4991-4993

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Transannular, decarboxylative Claisen rearrangement reactions for the synthesis of sulfur-substituted vinylcyclopropanes

D. Craig, S. J. Gore, M. I. Lansdell, S. E. Lewis, A. V. W. Mayweg and A. J. P. White, Chem. Commun., 2010, 46, 4991 DOI: 10.1039/C0CC00976H

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