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学科主题: 药学
题名:
Syntheses of novel acarviosin analogs with anhydro or unsaturated sugar moieties
作者: Wang, Yuan-Yuan; Xiong, De-Cai; Li, Qin; Wang, Yuan; Ye, Xin-Shan
关键词: 2,3-Anhydrosugar ; Pseudoacarviosins ; Glycosylation ; Preactivation ; Rearrangement
刊名: TETRAHEDRON
发表日期: 2012-11-18
DOI: 10.1016/j.tet.2012.09.037
卷: 68, 期:46, 页:9355-9363
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]: BETA-MANNOPYRANOSIDES ; SULFOXIDE METHOD ; GLYCOSYL DONORS ; INHIBITORS ; OLIGOSACCHARIDES ; THIOGLYCOSIDES ; PERSPECTIVES ; BOND
英文摘要:

A new class of pseudoacarviosins with 2,3-anhydro or unsaturated sugar moieties were synthesized efficiently. The designed target disaccharides were constructed by the glycosylation reactions using 2,3-anhydromonosaccharides as glycosyl donors. The glycosylation reactions were carried out in a highly stereoselective manner in most cases, especially when the preactivation protocol was used. The anhydrosugar units of disaccharides were kept intact during the deprotection operations of protective groups. Furthermore, the disaccharides containing anhydrosugar moieties were smoothly converted to the unsaturated disaccharides via the base-promoted rearrangement of sugar epoxides. (C) 2012 Elsevier Ltd. All rights reserved.

语种: 英语
所属项目编号: 21072014 ; 2012CB822100
项目资助者: National Natural Science Foundation of China ; &prime ; 973&prime ; grant from the Ministry of Science and Technology of China
WOS记录号: WOS:000310420000004
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.bjmu.edu.cn/handle/400002259/60482
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:
Wang, Yuan-Yuan,Xiong, De-Cai,Li, Qin,et al. Syntheses of novel acarviosin analogs with anhydro or unsaturated sugar moieties[J]. TETRAHEDRON,2012,68(46):9355-9363.
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