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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  Dr François‐Didier Boyer  Dr Catherine Rameau  Jean‐Paul Pillot  Dr Jean‐Pierre Vors  Prof Jean‐Marie Beau
Institution: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. IJPB UMR1318 INRA‐AgroParisTech, RD10, 78126 Versailles Cedex (France);3. Bayer SAS, 14‐20 rue Pierre Baizet, BP 99163, 69263 Lyon Cedex 09 (France);4. 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
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.
Keywords:lactones  plant hormones  radical reactions  structure–  activity relationships  total synthesis
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