SYNTHETIC STRATEGY FOR THE COUPLING OF THE CALICHEAMICIN OLIGOSACCHARIDE WITH AGLYCONS - SYNTHESIS OF DYNEMICIN-A CALICHEAMICIN HYBRID STRUCTURES

被引:31
作者
NICOLAOU, KC [1 ]
SCHREINER, EP [1 ]
STAHL, W [1 ]
机构
[1] UNIV CALIF SAN DIEGO, DEPT CHEM, LA JOLLA, CA 92093 USA
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1991年 / 30卷 / 05期
关键词
D O I
10.1002/anie.199105851
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An enediyne unit, an epoxide ring, and other functional groups characterize the aglycon moiety of 1. Compound 1 was synthesized stereoselectively by Schmidt coupling of the corresponding enediyne bridgehead alcohol after it had been converted into the hydroxyethyl compound by treatment with the trichloroacetimidate of the sugar moiety. The required reactions are tolerated by the highly sensitive functional groups in the molecule. This work brings the total synthesis of enediyne antibiotics one step closer. (Figure Presented.) Copyright © 1991 by VCH Verlagsgesellschaft mbH, Germany
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页码:585 / 588
页数:4
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