Efficient synthesis of 2 '-deoxynucleoside 3 '-C-phosphonates: Reactivity of geminal hydroxyphosphonate moiety.

In this report we present a novel, simple way for the synthesis of 3'-C-pho sphonate derivatives of all four basic 2'-deoxynucleosides in both fully pr otected and deprotected forms. The reactivity of the geminal hydroxy phosph onate moiety located at the 3'-carbon atom of the nucleoside was studied wi th respect to the use of this type of nucleoside phosphonic acid for the pr eparation of short oligonucleotides, namely, dinucleoside monophosphate ana logues.