C-GLYCOSYLANTHRAQUINONE SYNTHESIS - TOTAL SYNTHESIS OF VINEOMYCINONE-B2 METHYL-ESTER

被引：102

作者：

TIUS, MA

GOMEZGALENO, J

GU, XQ

ZAIDI, JH

机构：

[1] Department of Chemistry, University of Hawaii, Honolulu, Hawaii 96822

[2] Federal Government College, Department of Chemistry, H8, Islamabad

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1991年 / 113卷 / 15期

关键词：

D O I：

10.1021/ja00015a035

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A synthesis of substituted anthraquinones has been developed. Commercially available anthrarufin and 1,8-dihydroxyanthraquinone were converted to the corresponding (methoxymethoxy)anthracenes. Directed metalation followed by stannylation produced stable intermediates that were either alkylated, arylated, acylated, and/or C-glycosylated. The value of this new methodology was demonstrated by the triply convergent total synthesis of vineomycinone B2 methyl ester, a representative C-glycosylanthraquinone antibiotic.

引用

页码：5775 / 5783

页数：9

共 52 条

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