A general oxidative cyclization of 1,5-dienes using catalytic osmium tetroxide

被引：69

作者：

Donohoe, TJ ^{[1
]}

Butterworth, S ^{[1
]}

机构：

[1] Dyson Perrins Lab, Oxford OX1 3QY, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2003年 / 42卷 / 08期

关键词：

Cyclization; Heterocycles; Osmium; Oxidation; Synthetic methods;

D O I：

10.1002/anie.200390253

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Dihydroxylation of 1,5-dienes under acidic conditions is sufficient to induce an efficient oxidative cyclization that produces stereochemically defined tetrahydrofurans in one step [Eq. (1)]. This method is very general and efficient for a range of dienes and shows complete stereoselectivity for formation of the 2,5-cis diastereoisomers. Bn=benzyl, CSA=camphorsulfonic acid.

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页码：948 / +

页数：5

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