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  • Title: Asymmetric phase-transfer-catalyzed conjugate addition of glycine imine to exocyclic α,β-unsaturated ketones: construction of polycyclic imines containing three stereocenters.
    Author: Nie J, Hua MQ, Xiong HY, Zheng Y, Ma JA.
    Journal: J Org Chem; 2012 May 04; 77(9):4209-16. PubMed ID: 22500606.
    Abstract:
    We developed a facile, one-pot, multistep transformation between glycine imine and exocyclic α,β-unsaturated ketones in reactions catalyzed by chiral phase-transfer catalysts (PTC). A series of polycyclic imines containing three adjacent stereocenters were obtained in good to high yields with high diastereo- and enantioselectivities. Further transformation of the imines could afford N-fused polycyclic compounds with four adjacent stereocenters.
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