4.6 Article

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

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 19, Issue 15, Pages 4849-4857

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201203585

Keywords

lactones; plant hormones; radical reactions; structure-activity relationships; total synthesis

Funding

  1. Bayer CropScience [08H0120RD]
  2. Institut Universitaire de France (IUF)
  3. Centre National de la Recherche Agronomique (INRA)

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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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