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RCM approaches toward the diastereoselective synthesis of vicinal trans-diaminocyclitols from L-serine
Alternative Title从L-丝氨酸出发利用RCM方法非对映选择性合成反式邻二氨基环烷醇
Cong X(丛欣); Liao QJ(廖清江); Yao ZJ(姚祝军)
2004
Source PublicationJ. Org. Chem.
ISSN0022-3263
Volume69Issue:16Pages:5314-5321
AbstractStarting from L-serine, the asymmetric synthesis of four diaminocyclitol derivatives as sugar-based glycosidase inhibitors has been achieved using ring-closing metathesis (RCM) as a key step. Introduction of vicinal trans-diamino functionality onto the acyclic precursors was accomplished by highly diastereoselective addition of Grignard reagent to imine, and the elaboration of polyhydroxylic groups was effected via diastereoselective olefin epoxidation or dihydroxylation. The absolute configurations of final products were confirmed by 2D NMR studies.
Subject Area生命有机化学
Department中国科学院上海有机化学研究所生命有机化学国家重点实验室
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Indexed BySCI
Language英语
WOS IDWOS:000223008100020
Citation statistics
Cited Times:24[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.sioc.ac.cn/handle/331003/21049
Collection生命有机化学国家重点实验室
Corresponding AuthorYao ZJ(姚祝军)
Recommended Citation
GB/T 7714
Cong X,Liao QJ,Yao ZJ. RCM approaches toward the diastereoselective synthesis of vicinal trans-diaminocyclitols from L-serine[J]. J. Org. Chem.,2004,69(16):5314-5321.
APA 丛欣,廖清江,&姚祝军.(2004).RCM approaches toward the diastereoselective synthesis of vicinal trans-diaminocyclitols from L-serine.J. Org. Chem.,69(16),5314-5321.
MLA 丛欣,et al."RCM approaches toward the diastereoselective synthesis of vicinal trans-diaminocyclitols from L-serine".J. Org. Chem. 69.16(2004):5314-5321.
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