A One-Pot Generation of α-Chloro-α-Lithio Alkanephosphonates. A New Preparative Route to 1,2-Epoxyalkanephosphonates

Abstract

Reaction of lithio anion derived from diethyl alkanephosphonate in the presence of 2 eq. of n-BuLi with benzenesulfonyl chloride gives directly the corresponding diethyl-1-chloro-1-lithioalkanephosphonate, which reacts in situ with carbonyl compounds followed by intramolecular substitution reaction to give 1,2-epoxyalkanephosphonates.