ortho-(Methyltosylaminoethynyl)benzyl glycosides as new glycosyl donors for latent-active glycosylation

被引：51

作者：

Chen, Xiaoping ^{[1
]}

Shen, Dacheng ^{[1
]}

Wang, Qiaoling ^{[1
]}

Yang, You ^{[2
]}

Yu, Biao ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China

[2] E China Univ Sci & Technol, Shanghai Key Lab New Drug Design, Sch Pharm, Shanghai 200237, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 73期

基金：

中国国家自然科学基金;

关键词：

OLIGOSACCHARIDE SYNTHESIS; ORTHO-ALKYNYLBENZOATES; PROPARGYL 1,2-ORTHOESTERS; GOLD(I)-CATALYZED GLYCOSYLATION; STEREOSELECTIVE-SYNTHESIS; CATALYZED GLYCOSYLATION; EFFICIENT GLYCOSYLATION; THIOGLYCOSYL DONORS; O-ALKYNYLBENZOATES; LEAVING GROUP;

D O I：

10.1039/c5cc05651a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new glycosylation protocol employing ortho-(methyltosylaminoethynyl)benzyl glycosides as glycosyl donors and TMSOTf as the catalyst is disclosed. These donors can be readily prepared from the corresponding 'latent' ortho-iodobenzyl glycosides via a Sonogashira coupling, thus providing a new approach for the 'latent-active' synthesis of glycans.

引用

页码：13957 / 13960

页数：4

共 63 条

[1] Gold-Catalyzed Synthesis of 2-Deoxy Glycosides Using S-But-3-ynyl Thioglycoside Donors [J].