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Syntheses of novel acarviosin analogs with anhydro or unsaturated sugar moieties
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
2012-11-18
DOI10.1016/j.tet.2012.09.037
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
WOS记录号WOS:000310420000004
项目编号21072014 ; 2012CB822100
资助机构National Natural Science Foundation of China ; &prime ; 973&prime ; grant from the Ministry of Science and Technology of China
引用统计
被引频次:2[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/400002259/60482
专题北京大学药学院
北京大学药学院_天然药物与仿生药物国家重点实验室
北京大学药学院_药物化学系
北京大学第一临床医学院_药剂科
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
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.
APA Wang, Yuan-Yuan,Xiong, De-Cai,Li, Qin,Wang, Yuan,&Ye, Xin-Shan.(2012).Syntheses of novel acarviosin analogs with anhydro or unsaturated sugar moieties.TETRAHEDRON,68(46),9355-9363.
MLA Wang, Yuan-Yuan,et al."Syntheses of novel acarviosin analogs with anhydro or unsaturated sugar moieties".TETRAHEDRON 68.46(2012):9355-9363.
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