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A Powerful Chiral Counteranion Motif for Asymmetric Catalysis

Authors

  • Pilar García-García Dr.,

    1. Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr (Germany), Fax: (+49) 208-306-2999
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    • These authors contributed equally.

  • Frank Lay,

    1. Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr (Germany), Fax: (+49) 208-306-2999
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    • These authors contributed equally.

  • Patricia García-García Dr.,

    1. Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr (Germany), Fax: (+49) 208-306-2999
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  • Constantinos Rabalakos Dr.,

    1. Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr (Germany), Fax: (+49) 208-306-2999
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  • Benjamin List Prof. Dr.

    1. Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr (Germany), Fax: (+49) 208-306-2999
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  • Funding by the Max-Planck-Society, the DFG (Priority Program 1179, Organocatalysis), the Fond der Chemischen Industrie, and the Spanish Ministerio de Educación y Ciencia (Fellowship to PiGG and PaGG) is gratefully acknowledged. We thank Sebastian Hoffmann for his early contributions to our studies and our HPLC department for their support.

Abstract

Room to swing a cat: A chiral disulfonimide has been designed as a powerful new motif for asymmetric catalysis. As a first illustration, a highly efficient and enantioselective Mukaiyama aldol reaction has been developed (see scheme). The actual catalyst is proposed to be an N-silyl imide which is generated in situ.

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