Studies on reactions of nucleoside H-phosphonate diesters with bifunctional reagents. Part 4. Chemoselectivity during oxidative coupling of nucleoside H-phosphonate diesters with amino alcohols controlled by protonation of the amino function

Abstract

The course of oxidative coupling of H-phosphonate diesters with amino alcohols, promoted by iodine, can be controlled by protonation of the amine function of amino alcohols. Based on this phenomenon, a rapid and efficient method for synthesis of aminoalkyl phosphotriesters or hydroxyalkyl phosphoramidates was developed.