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Stereochemistry, Total Synthesis, and Biological Evaluation of the New Plant Hormone Solanacol

2010; Wiley; Volume: 16; Issue: 47 Linguagem: Inglês

10.1002/chem.201002817

1521-3765

Victor X. Chen, François‐Didier Boyer, Catherine Rameau, Pascal Retailleau, Jean‐Pierre Vors, Jean‐Marie Beau,

Plant and animal studies

The first total synthesis of solanacol, a member of the strigolactone family, features ring-closing metathesis, enzymatic kinetic resolution, and atom-transfer radical cyclization. This defines the stereostructure of the natural product. The best hormonal activity is revealed by an acetylated derivative at O4 (see scheme). Detailed facts of importance to specialist readers are published as "Supporting Information". Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.