MILD STEREOSELECTIVE SYNTHESES OF THIOGLYCOSIDES UNDER PTC CONDITIONS AND THEIR USE AS ACTIVE AND LATENT GLYCOSYL DONORS

被引:60
作者
CAO, SD [1 ]
MEUNIER, SJ [1 ]
ANDERSSON, FO [1 ]
LETELLIER, M [1 ]
ROY, R [1 ]
机构
[1] UNIV OTTAWA,DEPT CHEM,OTTAWA K1N 6N5,ON,CANADA
关键词
D O I
10.1016/S0957-4166(00)86308-9
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Mild and stereoselective arylthio glycoside syntheses were accomplished by inversion of configuration of glycosyl halides under phase transfer catalyzed conditions. Under such conditions, aryl alpha-thiosialosides having electron donating and withdrawing substituents were evaluated as active and latent thioglycosyl donors. A sialyl-alpha-(2-->6)-galactoside was prepared in good yield using the above strategy.
引用
收藏
页码:2303 / 2312
页数:10
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