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Synthesis of 2'-deoxy and 2',3'-dideoxynucleoside derivatives from thioglycosides
H Sugimura1, K Sujino, K Osumi
1Noguchi Institute, Tokyo, Japan.
Nucleic Acids Symposium Series
|January 1, 1992
Abstract:
The synthesis of both 2'-deoxy and 2',3'-dideoxynucleoside derivatives by the reaction of thioglycosides with nucleoside bases was examined. The stereochemical outcome at the anomeric position was found to depend on the protecting groups and the C-3 configuration in the sugar moiety, the kind of activator, and the reaction temperature. Based on these findings, 2'-deoxy-D-xylo nucleoside and 2',3'-dideoxynucleoside derivatives have been synthesized in beta-selective manner.