Syntheses of chiral β-and γ-amino ethers, morpholines, and their homologues via nucleophilic ring-opening of chiral activated aziridines and azetidines

…, D Shukla, A Bhattacharyya

Index: Ghorai, Manas K.; Shukla, Dipti; Bhattacharyya, Aditya Journal of Organic Chemistry, 2012 , vol. 77, # 8 p. 3740 - 3753

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Citation Number: 37

Abstract

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 ...