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Stereospecific Palladium-Catalyzed Decarboxylative C(sp3)[BOND]C(sp2) Coupling of 2,5-Cyclohexadiene-1-carboxylic Acid Derivatives with Aryl Iodides

Authors

  • Dr. Chih-Ming Chou,

    1. Organisch-Chemisches Institut, Westfälische Wilhelms-Universität, Corrensstrasse 40, 48149 Münster (Germany)
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  • Indranil Chatterjee,

    1. Organisch-Chemisches Institut, Westfälische Wilhelms-Universität, Corrensstrasse 40, 48149 Münster (Germany)
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  • Prof. Dr. Armido Studer

    Corresponding author
    1. Organisch-Chemisches Institut, Westfälische Wilhelms-Universität, Corrensstrasse 40, 48149 Münster (Germany)
    • Organisch-Chemisches Institut, Westfälische Wilhelms-Universität, Corrensstrasse 40, 48149 Münster (Germany)
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  • We thank the Alexander von Humboldt-Foundation (stipend to C.-M.C.) and the NRW Graduate School of Chemistry (stipend to I.C.) for financial support.

Abstract

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Walk on the same side! The title reaction occurs by means of highly stereospecific 1,3-metal migration. The starting carboxylic acids are readily prepared by Birch reduction, and the developed protocol provides an efficient route to enantiomerically pure 5-arylated-1,3-cyclohexadiene derivatives (see scheme).

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