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学科主题: 药学
题名:
Additive-controlled stereoselective glycosylations of 2,3-oxazolidinone protected glucosamine or galactosamine thioglycoside donors with phenols based on preactivation protocol
作者: Qin, Qi; Xiong, De-Cai; Ye, Xin-Shan
关键词: Additive ; Stereoselectivity ; Glycosylation ; Preactivation ; Aryl glycoside
刊名: CARBOHYDRATE RESEARCH
发表日期: 2015-02-11
DOI: 10.1016/j.carres.2014.07.004
卷: 403, 页:104-114
收录类别: SCI ; IC
文章类型: Article
WOS标题词: Science & Technology
类目[WOS]: Biochemistry & Molecular Biology ; Chemistry, Applied ; Chemistry, Organic
研究领域[WOS]: Biochemistry & Molecular Biology ; Chemistry
关键词[WOS]: NEIGHBORING GROUP PARTICIPATION ; HEPARIN-LIKE OLIGOSACCHARIDES ; ONE-POT SYNTHESIS ; BETA-MANNOPYRANOSIDES ; O-GLCNAC ; GLYCOCINNASPERIMICIN-D ; GLYCOSIDIC LINKAGES ; ALPHA-GLYCOSYLATION ; ENDOCYCLIC CLEAVAGE ; SULFOXIDE METHOD
英文摘要:

Stereo-controllable glycosylation reactions of 2,3-oxazolidinone protected glucosamine thioglycoside donor with different phenol acceptors based on preactivation protocol, are described. It was found that BF3.Et2O worked as alpha-directing additive, while TTBP acted as beta-directing additive. Simply by altering additives, either alpha-aryl glycosides or beta-aryl glycosides were achieved in a stereoselective manner. The additives were also applied to the stereoselective glycosylation reactions of 2,3-oxazolidinone protected galactosamine donor with phenol substrates. (C) 2014 Elsevier Ltd. All rights reserved.

语种: 英语
所属项目编号: 2012CB822100 ; 2013CB910700 ; 2012ZX09502001-001 ; 21232002 ; 2142015 ; YETP0063
项目资助者: Ministry of Science and Technology of China ; National Natural Science Foundation of China ; Beijing Natural Science Foundation ; Beijing Higher Education Young Elite Teacher Project
WOS记录号: WOS:000349085900013
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.bjmu.edu.cn/handle/400002259/58410
Appears in Collections:北京大学药学院_期刊论文

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作者单位: Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China

Recommended Citation:
Qin, Qi,Xiong, De-Cai,Ye, Xin-Shan. Additive-controlled stereoselective glycosylations of 2,3-oxazolidinone protected glucosamine or galactosamine thioglycoside donors with phenols based on preactivation protocol[J]. CARBOHYDRATE RESEARCH,2015,403:104-114.
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