Convenient synthesis of α- and β-2-deoxyglycosides

被引:0
|
作者
Castro-Palomino, JC [1 ]
Schmidt, RR [1 ]
机构
[1] Univ Konstanz, Fak Chem, D-78457 Constance, Germany
关键词
2-deoxyglycosides; glycosidation; neighboring group participation; thiocarbonyloxy group; deoxygenation;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Readily available O-(2-O-thiobenzoyl-manno-pyranosyl)trichloroacetimidate 4a gave with glucosides 7 and 8 as glycosyl accepters exclusively alpha-linked disaccharides 9 alpha and 10 alpha. Accordingly, from O-(2-O-thiobenzoyl-glucopyranosyl)trichloroacet imidate 4b exclusively beta-linked disaccharides 9 beta and 10 beta were obtained. Radical initiated deoxygenation with Bu3SnH/AIBN directly furnished 2-deoxyglycosides 11 alpha,beta and 12 alpha,beta.
引用
收藏
页码:501 / +
页数:4
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