Revised Structure, Total Synthesis, and Absolute Configuration of Kopeolin and Kopeolone
The Journal of Organic Chemistry2014Vol. 79(5), pp. 2268–2273
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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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