Revised structure, total synthesis, and absolute configuration of kopeolin and kopeolone
Stéphanie Miquet1, Paul Brémond, Benjamin Ayela
1Aix Marseille Université , CNRS, ICR UMR 7273, 13397, Marseille, France.
Abstract:
An enantioselective total synthesis of two sesquiterpenoids, kopeolin and kopeolone, has been achieved. Using the diastereoselective addition of an organocerate as a key step, we controlled the absolute stereochemistry of a crucial stereocenter present in these natural products. This approach allowed us to confirm a structural revision that we previously proposed (Chem.-Eur. J. 2013, 19, 10632-10642) and to fully characterize these natural products while elucidating their absolute stereochemistry.
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