Revised Structure, Total Synthesis, and Absolute Configuration of Kopeolin and Kopeolone - Archive ouverte HAL
Article Dans Une Revue Journal of Organic Chemistry Année : 2014

Revised Structure, Total Synthesis, and Absolute Configuration of Kopeolin and Kopeolone

Stephanie Miquet
  • Fonction : Auteur
Benjamin Ayela
  • Fonction : Auteur
Sylvain R.A. Marque
  • Fonction : Auteur
  • PersonId : 995795

Résumé

An enantioselective total synthesis of two sesquiterpenoids, kopeolin and kopeolone, has been achieved. And 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.

Domaines

Chimie
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Dates et versions

hal-01460518 , version 1 (07-02-2017)

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Citer

Stephanie Miquet, Paul Brémond, Benjamin Ayela, Sylvain R.A. Marque, Gérard Audran. Revised Structure, Total Synthesis, and Absolute Configuration of Kopeolin and Kopeolone. Journal of Organic Chemistry, 2014, 79 (5), pp.2268--2273. ⟨10.1021/jo402572b⟩. ⟨hal-01460518⟩
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