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Novel Bifunctional Chiral Urea and Thiourea Derivatives as Organocatalysts: Enantioselective Nitro-Michael Reaction of Malonates and Diketones

Authors

  • José M. Andrés Dr.,

    1. Centro de Innovación en Química y Materiales Avanzados (CINQUIMA) and Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Valladolid, Dr. Mergelina s/n, 47011 Valladolid, Spain, Fax: (+34) 983423211
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  • Rubén Manzano,

    1. Centro de Innovación en Química y Materiales Avanzados (CINQUIMA) and Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Valladolid, Dr. Mergelina s/n, 47011 Valladolid, Spain, Fax: (+34) 983423211
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  • Rafael Pedrosa Prof. Dr.

    1. Centro de Innovación en Química y Materiales Avanzados (CINQUIMA) and Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Valladolid, Dr. Mergelina s/n, 47011 Valladolid, Spain, Fax: (+34) 983423211
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Abstract

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Novel chiral ureas and thioureas derived form natural α-amino acids have been prepared and tested as bifunctional organocatalysts in enantioselective nitro-Michael additions (see scheme). The reactions occurred with excellent chemical yields and up to 99 % ee.

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