Investigation of Phosphorylation of Cyclodextrins and Some their Derivatives

Abstract

Principal regularities of per- and regodirected phosphorylation of α-β-, and γ-cyclodextrins (R=R¹=R²=OH, n= 1–3) by trivalent phosphorus reagents were investigated. As a result, the first representatives of regularly organized phosphites and amidophosphites of cyclodextrins, including ones with interglucoside 2,3′-cyclophosphite bridges [R¹+R²=-P(NR₂′)-], having chiral cavities of different sizes, were obtained. Per-6-deoxy-6-bromocyclodextrins (R=Br) were considered as convenient intermediates for the synthesis of pyndinium salts with amphiphilic properties for the enhanced water-solubility and for the definite orientation at the phase boundary organic liqiud-water.