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

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Vrancken, Emmanuel
Mangeney, Pierre
Published in Perkin Transactions 1. 2000, no. 20, p. 3354-3355
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.
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ALEXAKIS, Alexandre, VRANCKEN, Emmanuel, MANGENEY, Pierre. Effect of BF3·Et2O reagent on the base-promoted rearrangements of epoxides attached to eight-membered rings. In: Perkin Transactions 1, 2000, n° 20, p. 3354-3355. https://archive-ouverte.unige.ch/unige:8218

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Deposited on : 2010-06-21

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