Synthetic Strategy for the Coupling of the Calicheamicin Oligosaccharide with Aglycons: Synthesis of Dynemicin A‐Calicheamicin Hybrid Structures
Synthetic Strategy for the Coupling of the Calicheamicin Oligosaccharide with Aglycons: Synthesis of Dynemicin A‐Calicheamicin Hybrid Structures
复制标题
加利车霉素寡糖与配基偶联的合成策略：动力霉素 A-加利车霉素杂化结构的合成
DOI：
10.1002/anie.199105851
复制
发表时间：
1991
影响因子：
--
通讯作者：
W. Stahl
中科院分区：
文献类型：
--
作者：
K. Nicolaou;P. SchreinerErwin;W. Stahl
烯二炔单元、环氧环和其它官能团表征1的糖苷配基部分。化合物1是通过用糖部分的三氯乙酰亚胺酯处理将相应的烯二炔桥头醇转化为羟乙基化合物后，通过相应的烯二炔桥头醇的施密特偶联立体选择性地合成的。所需的反应是由分子中的高度敏感的官能团耐受的。这项工作使烯二炔抗生素的全合成更近了一步。
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.