Copper-Catalyzed Stereoselective Synthesis of 2-Deoxygalactosides

被引：5

作者：

Dong, Youxian ^{[1
]}

Yuma, Madina ^{[1
]}

Mei, Yuling ^{[1
]}

Jiang, Nan ^{[1
]}

Yang, Guofang ^{[1
]}

Wang, Zhongfu ^{[2
]}

Zhang, Jianbo ^{[1
]}

机构：

[1] East China Normal Univ, Sch Chem & Mol Engn, Shanghai 200241, Peoples R China

[2] Northwestern Univ, Sch Life Sci, Xian 710069, Shaanxi, Peoples R China

来源：

SYNLETT | 2020年 / 31卷 / 11期

基金：

上海市自然科学基金;

关键词：

copper catalyst; 2-deoxygalactosides; glycosylation; glycals; stereoselectivity; GLYCOSYLATION; 2-DEOXY; DONORS; MILD; ACID; 2-DEOXY-BETA-GLYCOSIDES; DEOXYGLYCOSIDES; EFFICIENT; TRIFLATE; CHLORIDE;

D O I：

10.1055/s-0040-1707098

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient glycosylation method to synthesize 2-deoxy- O -galactosides based on a Cu(II)-catalyzed reaction without additional ligand has been developed. The glycosylation was amenable to different protected glycal donors and a wide range of acceptors including alcohols, amino acids, sugars, and phenol, and proceeds with excellent yield and high alpha -selectivity under mild conditions. The reaction proceeds readily on a gram scale, and its versatility is exemplified in the synthesis of oligosaccharides.

引用

页码：1087 / 1093

页数：7

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