Stereoselective synthesis of vinylphosphonates through aromatic aza-Claisen rearrangement of α-aminophosphonates

Abstract

A novel and convenient approach for the synthesis of vinyl phosphonates has been developed, utilizing an aromatic aza-Claisen rearrangement of β,γ-unsaturated α-aminophosphonates. The synthetic utility of this method was further examined in a gram-scale synthesis. The DFT calculations have provided insights into the basis of the reaction mechanism.