TRIDENTATE BETA-HYDROPEROXY ALCOHOLS AS NOVEL OXYGEN DONORS FOR THE TITANIUM-CATALYZED EPOXIDATION OF GAMMA,DELTA-UNSATURATED ALPHA,BETA-DIOLS - A DIRECT DIASTEREOSELECTIVE SYNTHESIS OF EPOXY DIOLS

被引:19
作者
ADAM, W [1 ]
PETERS, K [1 ]
RENZ, M [1 ]
机构
[1] MAX PLANCK INST FESTKORPERFORSCH,STUTTGART,GERMANY
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1994年 / 33卷 / 10期
关键词
D O I
10.1002/anie.199411071
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An attractive direct route to epoxy diols 2 relies on the Ti‐catalyzed epoxidation of enediols 1 with 2‐hydroperoxy‐2‐phenylpropan‐l‐ol. Under conventional Sharpless epoxidation conditions (bidentate tBuOOH) diols 1 react very sluggishly; however, with the new tridentate oxygen donor these same diols undergo smooth reaction to give products 2 in high diastereoselectivity and without the use of protecting groups. (Figure Presented.) Copyright © 1994 by VCH Verlagsgesellschaft mbH, Germany
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页码:1107 / 1108
页数:2
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