NUCLEOPHILIC-1,2 ADDITION OF BROMINE TO ELECTRON-DEFICIENT DOUBLE-BONDS BY PERBROMIDE REAGENTS

被引：8

作者：

COLLADO, IG

GALAN, RH

MASSANET, GM

ALONSO, MS

机构：

[1] Departamento de Química Orgánica. Facultad, Ciencias. Universidad de Cádiz. Apdo. 40, Cádiz

来源：

TETRAHEDRON | 1994年 / 50卷 / 21期

关键词：

D O I：

10.1016/S0040-4020(01)80659-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

Perbromide compounds prove to be excellent reagents for achieving nucleophilic 1,2 addition of bromine to the double bond of alpha,beta-unsaturated compounds. This reaction proved to be highly selective in eudesmanolides with an electronegative substituent at C-1. In other substrates with additional non-conjugated double bonds, competitive electrophilic addition of bromine can be minimized in the presence of alkenes with electron-rich double bonds.

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收藏

页码：6433 / 6440

页数：8

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