On the dihydroxylation of cyclic allylic alcohols

被引：31

作者：

Donohoe, TJ

Garg, R

Moore, PR

机构：

[1] Department of Chemistry, University of Manchester, Manchester, M13 9pL, Oxford Road

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 19期

关键词：

D O I：

10.1016/0040-4039(96)00558-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The preparation and dihydroxylation (OsO4) of a series of conformationally constrained allylic alcohols is described. By using dichloromethane as solvent, the selectivity that favours the anti triol is substantially reduced by hydrogen-bonding effects. This principle is applied to the stereoselective synthesis of syn tetraols from the oxidation of (1S,2S)-1,2-dihydroxy-3-bromo-3,5-cyclohexadiene. (C) 1996 Elsevier Science Ltd

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页码：3407 / 3410

页数：4

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