Accurate In Situ 31P Assay of Enantiopurity in α-Hydroxyphosphonate Esters using a Diazaphospholidine Derivatizing Agent

Article abstract of DOI:10.1016/0957-4166(95)00265-Q

A rapid, convenient and efficient in situ assay of enantiomeric excess in α-hydroxyphosphonate esters is reported exploiting 31P<1H> NMR analysis of the diastereoisomers formed upon condensation with a phosphorochloridite reagent containing a chiral diazaphospholidine ring.Use of this chiral framework affords chemical shift dispersions > 5 ppm between diastereoisomers, Accurate integrations are thus possible once account is taken of differential n.O.e. effects and spin lattice T₁ relaxation times of the phosphorus nuclei.