Relative reactivities of aminoglycosides and their synthetic equivalents in the C-glycosylation of aromatics.: Synthesis of the pseudoaglycone (D-C-glycoside) of the benzanthrins

被引:18
作者
Parker, KA [1 ]
Ding, QJ [1 ]
机构
[1] Brown Univ, Dept Chem, Providence, RI 02912 USA
基金
美国国家卫生研究院; 美国国家科学基金会;
关键词
amino sugars; glycosidation; quinones;
D O I
10.1016/S0040-4020(00)00868-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The pseudoaglycone of the benzanthrin antibiotics was prepared by a short sequence in which C-glycosylation of dehydrorabelomycin dimethyl ether served as the key step. The use of a S-azido 2,3,6-trideoxy pyranose as an activated equivalent of a 5-dimethyl-amino 2,3,6-trideoxy sugar was demonstrated in this reaction. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:10255 / 10261
页数:7
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