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Scientific article
English

Effect of BF3·Et2O reagent on the base-promoted rearrangements of epoxides attached to eight-membered rings

Publication date2000
Abstract

Cyclooctene oxide 1, cycloocta-1,3-diene oxide 4, and cycloocta-1,5-diene oxide 7 react with organolithium reagents by nucleophilic opening or a- or ß-deprotonation. The addition of BF3·Et2O affects the course of the reaction, and also strongly accelerates it. If (–)-sparteine is present, a moderate to high asymmetric induction is obtained.

Citation (ISO format)
ALEXAKIS, Alexandre, VRANCKEN, Emmanuel, MANGENEY, Pierre. Effect of BF3·Et2O reagent on the base-promoted rearrangements of epoxides attached to eight-membered rings. In: Journal of the Chemical Society. Perkin transactions 1, 2000, n° 20, p. 3354–3355. doi: 10.1039/b005474g
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ISSN of the journal1364-5463
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Creation06/21/2010 2:44:42 PM
First validation06/21/2010 2:44:42 PM
Update time03/14/2023 3:48:37 PM
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