Abstract

This paper deals with the synthesis of α-substituted enol ester derivatives of adenosine 5- phosphate. These compounds were formed by the Perkow reaction of α-chloromethyl ketones with an in situgenerated adenosine-5-yl bis(trimethylsilyl) phosphite intermediate. Among these reactions, the use of α- chloro-2,4-difluoroacetophenone gave predominantly the enol phosphate derivative over the Arbuzov reaction product and the carbonyl adduct, which were formed as byproducts.

Keywords: enol phosphate, pyrophosphate, the perkow reaction, nucleotides