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Sigmatropic rearrangements of 'onium' ylids

Sweeney, J.B. (2009) Sigmatropic rearrangements of 'onium' ylids. Chemical Society Reviews, 38 (4). pp. 1027-1038. ISSN 0306-0012

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To link to this item DOI: 10.1039/b604828p

Abstract/Summary

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 breyak 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 sigma-bonds with concomitant redistribution of one or more pi-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 this tutorial review.

Item Type:Article
Refereed:Yes
Divisions:Faculty of Life Sciences > School of Chemistry, Food and Pharmacy > Department of Chemistry
ID Code:11643
Uncontrolled Keywords:QUATERNARY AMMONIUM-SALTS, SOMMELET-HAUSER REARRANGEMENT, GENERATED METAL CARBENOIDS, CATALYTIC METHODS, OXONIUM YLIDES, INTRAMOLECULAR REACTION, THERMAL REARRANGEMENT, ALLYLIC AMMONIUM, DIAZO-COMPOUNDS, DEGRADATION

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