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Glycosylation reaction using anomeric selenoxides

机译:使用异亚硒酸酯的糖基化反应

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摘要

Oxidation of anomeric selenides, obtained from the radical azido phenylselenenylation of glycals, generates in situ extremely reactive glycosyl donors. When a 2-azido-2-deoxy-1-phenylselenomannoside is treated at a low temperature with perfluoro-cis-2,3-dialkyloxaziridine in the presence of a glycosyl acceptor, a (1-6)-β-linked mannopyranoside is obtained free from its α-isomer. 2-Phenyl-4,5-(3,4,6,-tri-O-methyl-1,2-di-deoxy-β-D-mannopyrano)-[2,1-d]-2-oxazoline, is isolated when 2-benzamido-2-deoxy-1-phenylselenomannoside is allowed to react with m-CPBA in dichloromethane.
机译:从糖基的叠氮基苯硒基化自由基中得到的异头硒化物的氧化,可在原位生成极具反应性的糖基供体。当在糖基受体存在下用全氟顺式-2,3-二烷基恶唑烷在低温下处理2-叠氮基-2-脱氧-1-苯基硒代甘露糖苷时,得到(1-6)-β-连接的甘露吡喃糖苷没有α-异构体2-苯基-4,5-(3,4,6,-三-O-甲基-1,2-二-脱氧-β-D-甘露吡喃)-[2,1-d] -2-恶唑啉当2-苯甲酰胺基-2-脱氧-1-苯基硒代甘露糖苷与间-CPBA在二氯甲烷中反应时,分离得到。

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