The mechanism of iodine–water oxidation of H-phosphonate diesters
Abstract
Using 18O-labelling the oxidation of 5-tert-butyl-2-hydroxy-1,3,2-dioxaphosphorinane 8 and 9 with iodine-water has been shown to proceed non-stereospecifically, via a mechanism presumed to involve the formation of an iodophosphate intermediate which, under the reaction conditions, epimerises at phosphorus.