Regioselective Glycosylation Method Using Partially Protected Arabino- and Galactofuranosyl Thioglycosides as Key Glycosylating Substrates and Its Application to One-Pot Synthesis of Oligofuranoses

被引：24

作者：

Deng, Li-Min

Liu, Xia

Liang, Xing-Yong

Yang, Jin-Song ^{[1
]}

机构：

[1] Sichuan Univ, Minist Educ, Key Lab Drug Targeting, Chengdu 610041, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 07期

关键词：

CELL-WALL POLYSACCHARIDE; EFFICIENT SYNTHESIS; ARABINOFURANOSYL OLIGOSACCHARIDES; MYCOBACTERIAL-LIPOARABINOMANNAN; AGLYCON TRANSFER; MOTIF-E; ARABINOGALACTAN; TUBERCULOSIS; STRATEGY; CORE;

D O I：

10.1021/jo300084g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We describe in this paper the development of a novel regioselective furanosylation methodology using partially protected furanosyl thioglycosides as central glycosylating building blocks and its application in the efficient one-pot synthesis of a series of linear and branched-type arabino- and galactofuranoside fragments structurally related to the cell wall polysaccharides of Mycobacterium tuberculosis, Streptococcus pneumoniae serostype 35A, and sugar beet.

引用

收藏

页码：3025 / 3037

页数：13

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