Nucleosidic enol esters: A versatile tool for the synthesis of 3′-carbon-substituted nucleosides

Abstract

Enol esters of uracil and adenine nucleosides prepared by selenoxide fragmentation of the corresponding 3′-phenylseleno derivatives have been shown to yield 3′-carbon-substituted products upon reacting with MeLi followed by electrophiles, providing the first example of the aldol reaction in this field.