Abstract

The reaction of 4',5'-unsaturated nucleoside (5) with m-CPBA provided different products depending on the solvent. 4',5'-Epoxynucleoside (6) was generated as a key intermediate although 6 was not stable enough to isolate and further reaction progressed. When the reaction was performed in CH 2 Cl 2 , 2,4'-cyclonucleoside (7) and 4'-ketonucleoside (8) were obtained. On the other hand, 4'-alkoxy derivatives (9 and 11) together with their epimers (10 and 12) were aquired as a mixture by the nucleophilic attack of alcohol.

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