Selective Functional Transformation of 1,2-Diols Via Organophosphorus Reagents

A new synthesis of 1,3,2λ⁵-dioxaphospholanes was realized by direct reaction of dibromotriphenylphosphorane with 1,2-diols. Ring opening studies were performed with or without electrophilic activation (Lewis acids or hydrogen bonding) in order to substitute selectively one of the hydroxy function.