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ortho-Methylphenylthioglycosides as glycosyl building blocks for preactivation-based oligosaccharide synthesis
Peng, Peng; Xiong, De-Cai; Ye, Xin-Shan
关键词o-Methylphenylthioglycoside Preactivation Oligosaccharide Aglycon transfer Glycosylation
刊名CARBOHYDRATE RESEARCH
2014-01-30
DOI10.1016/j.carres.2013.11.009
384页:1-8
收录类别SCI ; IC ; CCR
文章类型Article
WOS标题词Science & Technology
类目[WOS]Biochemistry & Molecular Biology ; Chemistry, Applied ; Chemistry, Organic
资助者Ministry of Science and Technology of China ; National Natural Science Foundation of China ; Beijing Higher Education Young Elite Teacher Project ; Ministry of Science and Technology of China ; National Natural Science Foundation of China ; Beijing Higher Education Young Elite Teacher Project
研究领域[WOS]Biochemistry & Molecular Biology ; Chemistry
关键词[WOS]INTERMOLECULAR AGLYCON TRANSFER ; CHEMOSELECTIVE GLYCOSYLATIONS ; THIOGLYCOSIDES ; DERIVATIVES ; STRATEGY ; PENTASACCHARIDE ; ACCEPTORS ; ANALOGS
英文摘要

Thioglycosides are widely used in orthogonal glycosylation, armed-disarmed chemoselective glycosylation, and preactivation-based glycosylation. Nevertheless, aglycon transfer occasionally occurred in the glycosylation process of thioglycosides. This problem was also encountered in preactivation-based reactions, which limited the applications of preactivation-based glycosylation to some extent. To tackle this problem, sterically hindered aglycon ortho-methylphenylthioglycosides were introduced as glycosyl building blocks. These thioglycosides prevented the aglycon transfer and enhanced the efficiency of glycosyl coupling reactions, especially in the reactions of disarmed donors with armed acceptors. Moreover, these thioglycosides were employed in preactivation-based one-pot oligosaccharide assembly. (C) 2013 Elsevier Ltd. All rights reserved.

语种英语
所属项目编号2012AA021504 ; 2012ZX09502001-001 ; 2012CB822100 ; 21232002
资助者Ministry of Science and Technology of China ; National Natural Science Foundation of China ; Beijing Higher Education Young Elite Teacher Project ; Ministry of Science and Technology of China ; National Natural Science Foundation of China ; Beijing Higher Education Young Elite Teacher Project
WOS记录号WOS:000329439300001
引用统计
被引频次:9[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.bjmu.edu.cn/handle/400002259/62479
专题北京大学药学院
作者单位Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
推荐引用方式
GB/T 7714
Peng, Peng,Xiong, De-Cai,Ye, Xin-Shan. ortho-Methylphenylthioglycosides as glycosyl building blocks for preactivation-based oligosaccharide synthesis[J]. CARBOHYDRATE RESEARCH,2014,384:1-8.
APA Peng, Peng,Xiong, De-Cai,&Ye, Xin-Shan.(2014).ortho-Methylphenylthioglycosides as glycosyl building blocks for preactivation-based oligosaccharide synthesis.CARBOHYDRATE RESEARCH,384,1-8.
MLA Peng, Peng,et al."ortho-Methylphenylthioglycosides as glycosyl building blocks for preactivation-based oligosaccharide synthesis".CARBOHYDRATE RESEARCH 384(2014):1-8.
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