Regioselective SN2 opening of α,β-ethylenic epoxides by RLi-BF3 combination

Alexakis, Alexandre; Vrancken, Emmanuel; Mangeney, Pierre; Chemla, Fabrice

doi:10.1039/b005472k

Scientific article

English

Regioselective SN2 opening of α,β-ethylenic epoxides by RLi-BF3 combination

ContributorsAlexakis, Alexandre; Vrancken, Emmanuel; Mangeney, Pierre; Chemla, Fabrice

Published inJournal of the Chemical Society. Perkin transactions 1, no. 20, p. 3352-3353

Publication date2000

Abstract

Organolithium reagents effect a regioselective SN2 nucleophilic cleavage of a,ß-ethylenic epoxides only when BF3·Et2O is added. The reaction works with a variety of RLi reagents and with cyclic as well as acyclic epoxides.

Affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

ALEXAKIS, Alexandre et al. Regioselective SN2 opening of α,β-ethylenic epoxides by RLi-BF3 combination. In: Journal of the Chemical Society. Perkin transactions 1, 2000, n° 20, p. 3352–3353. doi: 10.1039/b005472k

Article (Published version)

Identifiers

PID : unige:8217
DOI : 10.1039/b005472k

Journal ISSN1364-5463

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Creation21/06/2010 14:44:42

First validation21/06/2010 14:44:42

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Regioselective SN2 opening of α,β-ethylenic epoxides by RLi-BF3 combination

Organolithium reagents effect a regioselective SN2 nucleophilic cleavage of a,ß-ethylenic epoxides only when BF3·Et2O is added. The reaction works with a variety of RLi reagents and with cyclic as well as acyclic epoxides.

Technical informations