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学科主题: 药学
题名:
Convenient one-pot synthesis of thiosugars and their efficient conversion to polyoxygenated cycloalkenes
作者: Zhang, Jingjing1; Niu, Youhong1,2; Cao, Xiaoping2; Ye, Xin-Shan1
关键词: Tetrahydrothiopyrans ; Thiepanes ; Thiosugars ; Cycloalkenes ; Ramberg-Backlund reaction
刊名: TETRAHEDRON
发表日期: 2012-06-03
DOI: 10.1016/j.tet.2012.03.086
卷: 68, 期:22, 页:4242-4247
收录类别: SCI ; IC ; CCR
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]: POTENTIAL IMMUNOSUPPRESSIVE AGENTS ; POSSESSING ANTITHROMBOTIC ACTIVITY ; IMMUNODEFICIENCY-VIRUS TYPE-1 ; RING-CLOSING METATHESIS ; GLYCOSIDASE INHIBITORS ; MANNOSTATIN-A ; IMINOSUGAR DERIVATIVES ; ALDITOLS ; PRECURSORS ; CATALYSIS
英文摘要:

A convenient synthesis of polyoxygenated tetrahydrothiopyrans and thiepanes from various alditol derivatives with xylo, ribo, manno, gluco, galacto, and fuco configurations is described. The preparation started from the corresponding partially protected alditols and proceeded in a ′one-pot′ manner to afford the final products in 80%-95% yield. Furthermore, thiosugar compounds 2b, 2d, and 2g were converted to the optically pure polyoxygenated cycloalkenes through Ramberg-Backlund reaction in moderate to good overall yield. The procedures can be used for the preparation of polyoxygenated thiosugars and cycloalkenes on a relatively large scale. (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 ; Ministry of Science and Technology of China
WOS记录号: WOS:000304295000018
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.bjmu.edu.cn/handle/400002259/54616
Appears in Collections:北京大学药学院_期刊论文

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作者单位: 1.Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
2.Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China

Recommended Citation:
Zhang, Jingjing,Niu, Youhong,Cao, Xiaoping,et al. Convenient one-pot synthesis of thiosugars and their efficient conversion to polyoxygenated cycloalkenes[J]. TETRAHEDRON,2012,68(22):4242-4247.
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