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Stereochemistry, Total Synthesis, and Biological Evaluation of the New Plant Hormone Solanacol
Author(s) -
Chen Victor X.,
Boyer FrançoisDidier,
Rameau Catherine,
Retailleau Pascal,
Vors JeanPierre,
Beau JeanMarie
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201002817
Subject(s) - total synthesis , plant hormone , hormone , chemistry , computational biology , stereochemistry , biology , botany , microbiology and biotechnology , biochemistry , gene
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).