AuCl3-AgOTf promoted O-glycosylation using anomeric sulfoxides as glycosyl donors at room temperature

被引：14

作者：

Palanivel, Ashokkumar ^{[1
]}

Chennaiah, Ande ^{[1
]}

Dubbu, Sateesh ^{[1
]}

Mallick, Asadulla ^{[1
]}

Vankar, Yashwant D. ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Kanpur 208016, Uttar Pradesh, India

来源：

CARBOHYDRATE RESEARCH | 2017年 / 437卷

关键词：

Gold(III) chloride; Silver triflate; Anomeric sulfoxides; O-glycosylation; OLIGOSACCHARIDE SYNTHESIS; GLYCOSIDATION; THIOGLYCOSIDES; ACTIVATION; CATALYSIS; STRATEGY;

D O I：

10.1016/j.carres.2016.11.012

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Activation of sulfoxide as glycosyl donors using AuCl3/AgOTf reagent system has been described. Under optimal reaction conditions, both armed and disarmed glycosyl sulfoxide donors were found to react with a range of primary, secondary, and tertiary alcohol acceptors, and sugar derived glycosyl acceptors to afford the corresponding glycosides in moderate to good yields with predictable selectivity. The reactions are quick (20-60 min), facile at room temperature and the reactions conditions tolerate acid sensitive groups. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：43 / 49

页数：7

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