syn stereocontrol in the directed dihydroxylation of acyclic allylic alcohols

被引:26
作者
Donohoe, TJ
Newcombe, NJ
Waring, MJ
机构
[1] Univ Manchester, Dept Chem, Manchester M13 9PL, Lancs, England
[2] Zeneca Pharmaceut, Macclesfield SK10 4TG, Cheshire, England
关键词
D O I
10.1016/S0040-4039(99)01371-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The preparation and directed dihydroxylation of a series of acyclic allylic alcohols is reported. The oxidation reaction is capable of demonstrating high levels of diastereoselection for the syn isomer. An explanation of the observed selectivities based on the degree of allylic strain is presented and a transition state model proposed. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6881 / 6885
页数:5
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