Catalytic Asymmetric Construction of β-Azido Amides and Esters via Haloazidation

A catalytic regio- and enantioselective haloazidation reaction with a chiral iron(II) complex catalyst under mild reaction conditions was reported. By this approach, the stereoselective alpha-halo-beta-azido difunctionalization of both alpha,beta-unsaturated amides and alpha,beta-unsaturated esters was achieved. This method enabled the construction of a broad spectrum of valuable functionalized amides and esters, including enantiomerically enriched beta-azido amides, aziridine amides, alpha-amino amide derivatives, beta-triazole amides, functionalized peptide derivatives, and alpha-halo-beta-azido-substituted esters.