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Theβ-directing effect of ionic liquid in mannopyranosylation:a potential access to stereoselective construction of the 1,2-cis-β-D-mannopyranosyl linkage

离子液体在甘露糖苷化过程中的β导向性:一种具有选择性构建1,2-顺式-β-D-甘露糖连接潜力的新方法(英文)
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摘要 We report a novel P-directing effect of imidazolium based ionic liquid,which was observed when we conducted the glycosylation of a 6-O-acetyl-2,3,4-tri-O-benzyl-mannose trichloroacetimidate donor with a modified ionic liquid support acceptor. The mechanism was investigated and a hypothesis was proposed.After optimization of the reaction conditions,an innovative method for the selective construction of 1,2-cis-β-D-mannopyranosyl linkage was developed. 首次报道了甲基咪唑型离子液体在进行6-O-乙酰基-2,3,4-O-三-苄基-甘露糖三氯乙酰业胺酯供体与离子液体载体的糖基化过程中的β导向性,并对该反应进行了深入研究,探讨了出现该现象的潜在机理。在对反应条件进行了优化之后,我们发展了一种选择性构建1,2-顺式-β-D-甘露糖连接的全新方法。
出处 《Journal of Chinese Pharmaceutical Sciences》 CAS 2011年第6期549-556,共8页 中国药学(英文版)
基金 National Natural Science Foundation of China (Grant No.20732001) the State New Drug Innovation(the Ministry of Science and Technology of China,Grant No. 2009ZX09501-011)
关键词 Ionic liquid supported strategy GLYCOSYLATION STEREOSELECTIVITY 离子液体负载策略 糖基化 立体选择性
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