Synthesis of Tröger’s base bis(α-aminophosphonate) derivatives

Abstract

A straightforward and efficient introduction of α-aminophosphonate moiety on Tröger's base is described for the first time. A two step preparation route involving, the formation of imines from the coupling of Tröger's base di-aldehyde with various amines followed by conversion of the imines to bis(α-aminophosphonates) using triethyl phosphite and chlorotrimethylsilane (TMSCl). The products were obtained in enhanced yields in comparison with one-pot Kabachnik-Fields approach.