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

引用

页码：1107 / 1108

页数：2

共 17 条

[1] DIRECT EPOXY HYDROXYLATION OF HYDROPEROXY HOMOALLYLIC ALCOHOLS - MULTIDENTATE OXYGEN DONOR AND OXYGEN ACCEPTOR SUBSTRATES IN TI(IV)-CATALYZED EPOXIDATIONS [J].