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Synthesis of amorpha-4,11-diene from dihydroartemisinic acid

Geoffrey Schwertz 1, 2 Andrea Zanetti 1, 2 Marllon Nascimento de Oliveira 1, 2 Mario Andrés Gómez Fernández 1, 2 Fabienne Dioury 2 Janine Cossy 1 Zacharias Amara 2
1 CBI - Chimie-Biologie-Innovation (UMR 8231)
2 GBCM - Laboratoire Génomique, bioinformatique et chimie moléculaire
Abstract : Amorphadiene is a natural product involved in the biosynthesis of the antimalarial drug artemisinin. A convenient four-step synthesis of amorphadiene, starting from commercially available dihy-droartemisinic acid, is reported. The targeted molecule is isolated with an overall yield of 85% on a multi-gram scale in four steps with only one chromatography.
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Geoffrey Schwertz, Andrea Zanetti, Marllon Nascimento de Oliveira, Mario Andrés Gómez Fernández, Fabienne Dioury, et al.. Synthesis of amorpha-4,11-diene from dihydroartemisinic acid. Tetrahedron, Elsevier, 2019, 75 (6), pp.743-748. ⟨10.1016/j.tet.2018.12.050⟩. ⟨hal-02502402⟩

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