Syntheses of chiral β-and γ-amino ethers, morpholines, and their homologues via nucleophilic ring-opening of chiral activated aziridines and azetidines
Lewis acid catalyzed quaternary ammonium salt mediated highly regioselective ring- opening of chiral activated aziridines and azetidines with alcohols to nonracemic β-and γ- amino ethers has been developed. The reaction mainly proceeds via an SN2 pathway, and the partial racemization of the starting substrate was effectively controlled by using quaternary ammonium salts. β-and γ-amino ethers are obtained with high enantio-and ...