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

Authors:

2 October 2000

journal article
research article
Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1

No. 20,p. 3352-3353
DOI:10.1039/b005472k

Abstract

Organolithium reagents effect a regioselective S_N2 nucleophilic cleavage of α,β-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.

Keywords

REAGENTS EFFECT
SN2 OPENING
ACYCLIC EPOXIDES
ORGANOLITHIUM REAGENTS
RLI REAGENTS
NUCLEOPHILIC CLEAVAGE
COMBINATION ORGANOLITHIUM