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New Synthesis of A-Ring Aromatic Strigolactone Analogues and Their Evaluation as Plant Hormones in Pea (Pisum sativum)

Authors

  • Dr. Victor X. Chen,

    1. Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, CNRS, INRA, 1 avenue de la Terrasse, 91198 Gif-sur-Yvette (France), Fax: (+33) 1-6907-7247
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  • Dr. François-Didier Boyer,

    Corresponding author
    1. Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, CNRS, INRA, 1 avenue de la Terrasse, 91198 Gif-sur-Yvette (France), Fax: (+33) 1-6907-7247
    • Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, CNRS, INRA, 1 avenue de la Terrasse, 91198 Gif-sur-Yvette (France), Fax: (+33) 1-6907-7247
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  • Dr. Catherine Rameau,

    1. IJPB UMR1318 INRA-AgroParisTech, RD10, 78126 Versailles Cedex (France)
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  • Jean-Paul Pillot,

    1. IJPB UMR1318 INRA-AgroParisTech, RD10, 78126 Versailles Cedex (France)
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  • Dr. Jean-Pierre Vors,

    1. Bayer SAS, 14-20 rue Pierre Baizet, BP 99163, 69263 Lyon Cedex 09 (France)
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  • Prof. Jean-Marie Beau

    Corresponding author
    1. Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, CNRS, INRA, 1 avenue de la Terrasse, 91198 Gif-sur-Yvette (France), Fax: (+33) 1-6907-7247
    2. Université Paris-Sud and CNRS, Laboratoire de Synthèse de Biomolécules, Institut de Chimie Moléculaire et des Matériaux, 91405 Orsay (France), Fax: (+33)1-6985-3715
    • Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, CNRS, INRA, 1 avenue de la Terrasse, 91198 Gif-sur-Yvette (France), Fax: (+33) 1-6907-7247
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Abstract

A new general access to A-ring aromatic strigolactones, a new class of plant hormones, has been developed. The key transformations include in sequence ring-closing metathesis, enzymatic kinetic resolution and a radical cyclization with atom transfer to install the tricyclic ABC-ring system. The activity as plant hormones for the inhibition of shoot branching in pea of various analogues synthesized by this strategy is reported.

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