Oxirane-based synthesis of functionalized derivatives of 2-hydroxyalkyl-substituted organophosphorus acids

Abstract

Convenient syntheses of functionalized 2-hydroxyalkyl-substituted organophosphorus acids and their derivatives based on nucleophilic addition of trimethylsilyl esters of tricoordinated phosphorus acids to functionalized oxiranes have been developed. 2-Trimethylsiloxyalkyl-substituted phosphonites are effective synthons for the production of new functionalized 2-hydroxyalkyl-substituted organophosphorus acids bearing amino, carboxy or sulfo groups. The resulting compounds are of interest as potential bioactive substances, promising extractants and polydentate ligands.