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学科主题: 药学
题名:
A new synthetic access to bicyclic polyhydroxylated alkaloid analogues from pyranosides
作者: Wang, Ning; Zhang, Li-He; Ye, Xin-Shan1
刊名: ORGANIC & BIOMOLECULAR CHEMISTRY
发表日期: 2010
DOI: 10.1039/b923180c
卷: 8, 期:11, 页:2639-2649
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]: NATURALLY-OCCURRING IMINOSUGARS ; LYSOSOMAL ALPHA-GALACTOSIDASE ; RING-CLOSING METATHESIS ; GLYCOSIDASE INHIBITORS ; PHARMACOLOGICAL CHAPERONES ; ASYMMETRIC-SYNTHESIS ; FABRY LYMPHOBLASTS ; SUBSTITUTED AMINES ; GAUCHER-DISEASE ; RATIONAL DESIGN
英文摘要:

A facile, versatile and stereoselective synthesis of bicyclic polyhydroxylated alkaloids as castanospermine analogues is described. The synthetic route started from methyl pyranosides. The key steps involved a high-yielding expeditious one-pot tandem reaction from alkenes to N-substituted d-lactams. The d-lactams were stereoselectively vinylated to give the dienes, which were followed by the ring-closing metathesis to produce the cyclized products. The functional group transformations of the resulting bicyclic compounds furnished diverse polyhydroxylated alkaloids in good yields.

语种: 英语
所属项目编号: 973 ; 863
项目资助者: National Natural Science Foundation of China ; Ministry of Science and Technology of China
WOS记录号: WOS:000277879700024
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.bjmu.edu.cn/handle/400002259/57161
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, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
2.Peking Univ, Sch Pharmaceut Sci, Beijing 100191, Peoples R China

Recommended Citation:
Wang, Ning,Zhang, Li-He,Ye, Xin-Shan. A new synthetic access to bicyclic polyhydroxylated alkaloid analogues from pyranosides[J]. ORGANIC & BIOMOLECULAR CHEMISTRY,2010,8(11):2639-2649.
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