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学科主题: 药学
题名:
Stereo selectivity investigation on glycosylation of oxazolidinone protected 2-amino-2-deoxy-D-glucose donors based on pre-activation protocol
作者: Geng, Yiqun; Zhang, Li-He; Ye, Xin-Shan
关键词: oxazolidinone ; pre-activation ; glycosylation ; stereoselectivity ; carbohydrate
刊名: TETRAHEDRON
发表日期: 2008-05-26
DOI: 10.1016/j.tet.2008.03.103
卷: 64, 期:22, 页:4949-4958
收录类别: SCI ; IC
文章类型: Article
WOS标题词: Science & Technology
类目[WOS]: Chemistry, Organic
研究领域[WOS]: Chemistry
关键词[WOS]: POT OLIGOSACCHARIDE SYNTHESIS ; BETA-MANNOPYRANOSIDES ; GLYCOSIDIC LINKAGES ; THIOGLYCOSIDES ; STRATEGY ; DERIVATIVES ; ANHYDRIDE ; PROMOTER ; SUGARS
英文摘要:

Diverse 23-oxazolidinone protected 2-amino-2-deoxy-D-glucose thioglycosides were prepared and studied as glycosyl donors at low temperature by BSM/Tf(2)O pre-activation protocol before the addition of glycosyl acceptors. The stereochemistry outcomes of a series of glycosylations were investigated. Different stereoselectivities of the coupling reactions were obtained, arising from the different protecting groups in the oxazolidinone donors. 4,6-Di-O-benzyl-N-benzyl-oxazolidinone protected thioglycoside donor I c underwent glycosylation with general beta-anomeric selectivity and the stereoselectivity could be also affected by glycosylation conditions. (C) 2008 Elsevier Ltd. All rights reserved.

语种: 英语
WOS记录号: WOS:000256179700003
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.bjmu.edu.cn/handle/400002259/51128
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 100083, Peoples R China

Recommended Citation:
Geng, Yiqun,Zhang, Li-He,Ye, Xin-Shan. Stereo selectivity investigation on glycosylation of oxazolidinone protected 2-amino-2-deoxy-D-glucose donors based on pre-activation protocol[J]. TETRAHEDRON,2008,64(22):4949-4958.
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