Synthesis of thermolysis of hexacoordinate 1,2-oxaphosphetanides

Article abstract of DOI:10.1016/S0040-4039(96)02369-6

β-Hydroxyalkylphosphoranes containing two Martin ligands were prepared by reduction of the corresponding phenylthiomethylphosphorane with lithium naphthalenide, followed by the reaction with carbonyl compounds. Treatment of the β-hydroxyalkylphosphoranes with KH in the presence of 18-crown-6 gave a mixture of stereoisomers of the corresponding hexacoordinate 1,2-oxaphosphetanides stable in solution at room temperature. Upon heating, the adducts of benzophenone derivatives gave the corresponding benzophenones, while a hexafluoroacetone adduct afforded the corresponding olefin.