Sigmatropic rearrangements of ‘onium’ ylids

* Corresponding authors

a Department of Chemistry, University of Reading, Reading, UK
E-mail:j.b.sweeney@rdg.ac.uk

Abstract

Rearrangement reactions occupy a special place within the canon of organic synthesis, by virtue of the inherently high efficiency of chemical processes which form and break bonds by redistribution of electrons around a retained atomic framework. Within the broader class, sigmatropic rearrangements are chemical processes defined by mechanisms involving unimolecular migration of σ-bonds with concomitant redistribution of one or more π-bonds. Sigmatropic processes may involve uncharged or charged species, with the charges located on carbon or heteroatoms; the latter reaction type is the subject of thistutorial review.

Graphical abstract: Sigmatropic rearrangements of ‘onium’ ylids

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Article information

Article type
Tutorial Review
Submitted
28 Apr 2008
First published
05 Mar 2009

Chem. Soc. Rev., 2009,38, 1027-1038

Sigmatropic rearrangements of ‘onium’ ylids

J. B. Sweeney,Chem. Soc. Rev., 2009, 38, 1027DOI: 10.1039/B604828P

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