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Intramolecular “Hydroiminiumation” of Alkenes: Application to the Synthesis of Conjugate Acids of Cyclic Alkyl Amino Carbenes (CAACs)

Authors

  • Rodolphe Jazzar Dr.,

    1. UCR-CNRS Joint Research Chemistry Laboratory (UMI 2957), Department of Chemistry, University of California, Riverside, CA 92521-0403, USA, Fax: (+1) 951-827-2725
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  • Rian D. Dewhurst Dr.,

    1. UCR-CNRS Joint Research Chemistry Laboratory (UMI 2957), Department of Chemistry, University of California, Riverside, CA 92521-0403, USA, Fax: (+1) 951-827-2725
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  • Jean-Baptiste Bourg,

    1. UCR-CNRS Joint Research Chemistry Laboratory (UMI 2957), Department of Chemistry, University of California, Riverside, CA 92521-0403, USA, Fax: (+1) 951-827-2725
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  • Bruno Donnadieu,

    1. UCR-CNRS Joint Research Chemistry Laboratory (UMI 2957), Department of Chemistry, University of California, Riverside, CA 92521-0403, USA, Fax: (+1) 951-827-2725
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  • Yves Canac Dr.,

    1. UCR-CNRS Joint Research Chemistry Laboratory (UMI 2957), Department of Chemistry, University of California, Riverside, CA 92521-0403, USA, Fax: (+1) 951-827-2725
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  • Guy Bertrand Prof.

    1. UCR-CNRS Joint Research Chemistry Laboratory (UMI 2957), Department of Chemistry, University of California, Riverside, CA 92521-0403, USA, Fax: (+1) 951-827-2725
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  • We are grateful to the NIH (R01 GM 68825) and Rhodia for financial support of this work.

Abstract

original image

Ein Rivale für die Hydroaminierung: Die intramolekulare „Hydroiminiumierung“ hat einige deutliche Vorteile gegenüber der intramolekularen Hydroaminierung, da das gebildete prochirale Iminiumion potenziell die Addition einer großen Vielfalt an Nucleophilen ermöglicht, bei der ein neues stereogenes Zentrum α zum Stickstoffatom gebildet wird (siehe Schema; Nu=Nucleophil).

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