Synthesis of Triazole-Linked Glycoconjugates by Copper(I)-Catalyzed Regiospecific Cycloaddition of Alkynes and Azides

被引：19

作者：

Zhang, Xiaoru ^{[1
]}

Yang, Xiaohui ^{[1
]}

Zhang, Shusheng ^{[1
,2
]}

机构：

[1] Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, Key Lab Ecochem Engn, Minist Educ, Qingdao 266042, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China

来源：

SYNTHETIC COMMUNICATIONS | 2009年 / 39卷 / 05期

关键词：

Click chemistry; 1; 3-dipolar cycloaddition; glycoconjugates; 2; 3-triazoles; CLICK-CHEMISTRY; EXPEDIENT SYNTHESIS; TERMINAL ALKYNES; LIQUID-CRYSTALS; OLIGOSACCHARIDES; GLYCOSYLATION; EFFICIENT; PEPTIDES; POLYMERS; SCAFFOLD;

D O I：

10.1080/00397910802431198

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Several 1,2,3-triazole-linked glycoconjugates were efficiently synthesized via a Cu(I)-mediated 1,3-dipolar cycloaddition with high regiospecificity and yield (85%), providing a simple and efficient route to synthesize protected and unprotected neoglycoconjugates. Introduction of a spacer between glycosyl moieties and other compounds reduces steric hindrance, promotes yield, and expands the varieties of glycoconjugates to satisfy various needs of biological events. The structures of all the synthesized glycoconjugates were clearly confirmed by infrared(IR), 1H NMR, 13C NMR, elemental analysis (EA), or MS.

引用

页码：830 / 844

页数：15

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