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Highly Enantioselective Epoxidation Catalyzed by Cinchona Thioureas: Synthesis of Functionalized Terminal Epoxides Bearing a Quaternary Stereogenic Center

Authors

  • Dr. Alessio Russo,

    1. Dipartimento di Chimica e Biologia, Università di Salerno, Via Ponte don Melillo, 84084 Fisciano (Italy), Fax: (+39) 089-969603
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  • Gerardina Galdi,

    1. Dipartimento di Chimica e Biologia, Università di Salerno, Via Ponte don Melillo, 84084 Fisciano (Italy), Fax: (+39) 089-969603
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  • Dr. Gianluca Croce,

    1. DISIT–Universita' del Piemonte Orientale, Viale T. Michel, 11; 15121 Alessandria (Italy)
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  • Prof. Dr. Alessandra Lattanzi

    Corresponding author
    1. Dipartimento di Chimica e Biologia, Università di Salerno, Via Ponte don Melillo, 84084 Fisciano (Italy), Fax: (+39) 089-969603
    • Dipartimento di Chimica e Biologia, Università di Salerno, Via Ponte don Melillo, 84084 Fisciano (Italy), Fax: (+39) 089-969603
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Abstract

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A brilliant debut! Cinchona thioureas have been reported for the first time as catalysts in the area of asymmetric oxidations. They efficiently promote an unprecedented highly enantioselective epoxidation of deactivated 1,1-disubstituted alkenes to terminal epoxides containing a quaternary stereogenic center (see scheme).

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