MgII -Catalyzed Desymmetrization Reaction of meso-Aziridines with Hydroxylamines: Synthesis of Novel Chiral 1,2-Diamine Skeletons

Abstract

A Mg^II -catalyzed desymmetrization reaction of meso-aziridines with hydroxylamines has been disclosed for the first time. A series of novel chiral 1,2-diamine skeletons were obtained in good yields and enantioselectivities. The reaction employed magnesium catalysis generated in situ from a simple oxazoline-OH chiral ligand. Obviously, the diverse structures of the obtained chiral 1,2-diamine compounds could allow them to be potential chiral ligands in future catalytic asymmetric synthesis studies.

Keywords: asymmetric synthesis; diamines; hydroxylamine; magnesium; oxazoline.