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  • Title: Enantioselective synthesis of imidazolines with quaternary stereocenters by organocatalytic reaction of N-(heteroarenesulfonyl)imines with isocyanoacetates.
    Author: Nakamura S, Maeno Y, Ohara M, Yamamura A, Funahashi Y, Shibata N.
    Journal: Org Lett; 2012 Jun 15; 14(12):2960-3. PubMed ID: 22656050.
    Abstract:
    An organocatalytic enantioselective Mannich-type reaction of isocyanoacetate with N-sulfonylimines catalyzed by chiral thioureas derived from quinine yielded 2-imidazolines with high diastereo- and enantioselectivities (up to >99:1 dr. and 96% ee). This reaction provided a convenient route to access various imidazolines and related α,β-diamino acids having a quaternary carbon center in high enantiomeric purities.
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