TEMPERATURE EFFECTS IN ASYMMETRIC DIHYDROXYLATION - EVIDENCE FOR A STEPWISE MECHANISM

被引:138
作者
GOBEL, T
SHARPLESS, KB
机构
[1] Department of Chemistry, Scripps Research Institute, La Jolla, California, 92307
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1993年 / 32卷 / 09期
关键词
D O I
10.1002/anie.199313291
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
For more than 50 years, the accepted opinion was that the dihydroxylation of olefins with OsO4 proceeded by a concerted mechanism [Eq. (a)]. However, if the influence of the reaction temperature on the enantiomeric excesses in asymmetric dihydroxylations is studied, Eyring plots are obtained with inversion points, which is consistent with a stepwise mechanism. (Figure Presented.) Copyright © 1993 by VCH Verlagsgesellschaft mbH, Germany
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页码:1329 / 1331
页数:3
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