A. Kraszewski et al., STUDIES ON REACTIONS OF NUCLEOSIDE H-PHOSPHONATES WITH BIFUNCTIONAL REAGENTS .1. REACTION WITH AMINO-ALCOHOLS, Journal of the Chemical Society. Perkin transactions. I, (14), 1993, pp. 1699-1704
The reaction of nucleoside H-phosphonates with amino alcohols in the p
resence of condensing agents has been studied. Depending on the coupli
ng procedure used and the length of the polymethylene bridge in the am
ino alcohols, different H-phosphonate diesters, cyclic phosphoramidite
derivatives or phosphite triesters can be produced. Oxidation of thes
e species with iodine under various experimental conditions has been s
tudied and a general procedure for synthesis of nucleoside alkyl phosp
hodiesters has been developed.