The directed dihydroxylation of allylic alcohols

被引：101

作者：

Donohoe, TJ ^{[1
]}

Moore, PR ^{[1
]}

Waring, MJ ^{[1
]}

Newcombe, NJ ^{[1
]}

机构：

[1] ZENECA PHARMACEUT,MACCLESFIELD SK10 4TG,CHESHIRE,ENGLAND

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 28期

关键词：

D O I：

10.1016/S0040-4039(97)01061-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The preparation and dihydroxylation of a series of polyenes and cyclic allylic alcohols using the TMEDA/osmium tetroxide mixture is reported, Remarkably, these reagents lead to high levels of regiochemical and stereochemical control as the oxidant hydrogen-bonds to the allylic alcohol group, A mechanistic hypothesis is presented which invokes the formation of a reactive, bidentate complex between osmium tetroxide and TMEDA at low temperatures. (C) 1997 Elsevier Science Ltd.

引用

页码：5027 / 5030

页数：4

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