New strategy for the diastereoselective synthesis of bicyclic 'pre- activated' analogues of cyclophosphamide

Article abstract of DOI:10.1016/S0040-4039(98)00075-6

The diastereoselective synthesis of 'pro-activated' analogues of cyclophosphamide in the 3-[bis(2-chloroethyl)amino]-2-aza-4,9-dioxa-3- phosphabicyclo(4.3.0)nonane 3-oxide series is described, using either the phosphorylation of an azidoalcohol followed by a reductive cyclisation or the phosphorylation of an acetal alcohol followed by an unprecedent direct Lewis acid catalyzed intramolecular substitution.