Asymmetric Synthesis of Cyclobutanes by a Formal [2+2] Cycloaddition Controlled by Dienamine Catalysis

Authors

  • Dr. Alejandro Parra,

    Corresponding author
    1. Departamento de Química Orgánica (Módulo 1), Facultad de Ciencias, Universidad Autónoma de Madrid, Cantoblanco, 28049-Madrid (Spain)
    • Departamento de Química Orgánica (Módulo 1), Facultad de Ciencias, Universidad Autónoma de Madrid, Cantoblanco, 28049-Madrid (Spain)
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  • Dr. Silvia Reboredo,

    1. Departamento de Química Orgánica, Facultad de Químicas, Universidad Complutense de Madrid (Spain)
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  • Dr. José Alemán

    Corresponding author
    1. Departamento de Química Orgánica (Módulo 1), Facultad de Ciencias, Universidad Autónoma de Madrid, Cantoblanco, 28049-Madrid (Spain)
    • Departamento de Química Orgánica (Módulo 1), Facultad de Ciencias, Universidad Autónoma de Madrid, Cantoblanco, 28049-Madrid (Spain)
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  • Financial support from Spanish Government (CTQ-2009-12168), CAM (“programa AVANCAT CS2009/PPQ-1634”), is acknowledged. J.A. thanks the MICINN for a “Ramón y Cajal” contract.

Abstract

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Trap it: A combination of aminocatalysis with H-bonding activation is used in two new approaches to carry out formal enantioselective organocatalyzed [2+2] cycloaddition reactions. This cooperative catalysis solves the inconveniences associated with this transformation. These two new reactions will open opportunities to find reactivities involving other organocatalytic cycloadditions.

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