One-pot synthesis of β-2,6-dideoxyglycosides via glycosyl iodide intermediates

被引:8
|
作者
Zhang, Wan [1 ]
Luo, Xiaosheng [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, Peoples R China
基金
上海市自然科学基金;
关键词
2,6-dideoxy oligosaccharide; beta-2,6-dideoxyglycoside; glycosyl iodide intermediate; one-pot synthesis; STEREOSELECTIVE-SYNTHESIS; 2-DEOXY-BETA-GLYCOSIDES; DIGITOXIN; 2-DEOXY; BIOSYNTHESIS; ACTIVATION; CHEMISTRY; EFFICIENT; FAMILY; SCOPE;
D O I
10.1080/07328303.2016.1239729
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
An efficient and convenient approach for stereoselective synthesis of beta-linked 2,6-dideoxyglycosides has been developed through one-pot glycosylation strategy using glycosyl iodide intermediates. The glycosidation reaction, promoted by easily available silver nitrate, provided the corresponding 2,6-dideoxyglycosides and oligosaccharides with preponderant beta-configuration (beta/alpha = 2.3:1 to 11:1) and good to excellent yields (52-84%).
引用
收藏
页码:315 / 325
页数:11
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