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
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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