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

被引：11

作者：

Alexakis, A

Vrancken, E

Mangeney, P

机构：

[1] Univ Geneva, Dept Organ Chem, CH-1211 Geneva 4, Switzerland

[2] Univ Paris 06, Lab Chim Organoelements, UMR 7611, F-75252 Paris, France

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2000年 / 20期

关键词：

D O I：

10.1039/b005474g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cyclooctene oxide 1, cycloocta-1,3-diene oxide 4, and cycloocta-1,5-diene oxide 7 react with organolithium reagents by nucleophilic opening or alpha- or beta-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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页码：3354 / 3355

页数：2

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