A Synthetic Entry into the Taiwaniaquinoids Based on a Biogenetic Hypothesis: Total Synthesis of (-)-Taiwaniaquinone H

A Synthetic Entry into the Taiwaniaquinoids Based on a Biogenetic Hypothesis: Total Synthesis of (-)-Taiwaniaquinone H

Jana, Chandan Kumar; Scopelliti, Rosario; Gademann, Karl

2010

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Résumé

(Chemical Equation Presented) Less carbon: Following a biogenetic proposal, the unusual 6-5-6 carbon skeleton of C19 taiwaniaquinoids was obtained by an intramolecular benzilic acid rearrangement from a C20 precur-sor. A protecting-group-free total synthesis then allowed for the preparation of (-)-taiwaniaquinone H (see scheme). © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Titre A Synthetic Entry into the Taiwaniaquinoids Based on a Biogenetic Hypothesis: Total Synthesis of (-)-Taiwaniaquinone H

Auteur(s) Jana, Chandan Kumar ; Scopelliti, Rosario ; Gademann, Karl

Publié dans Chemistry-A European Journal

Volume 16

Pages 7692-7695

Date 2010

Mots-clés (libres)

natural products; protecting-group-free synthesis; rearrangement; terpenes; total synthesis; Gibberella-Fujikuroi; Efficient Route; Acid; (+/-)-Dichroanone; Biosynthesis; Diterpenes; (+/-)-Taiwaniaquinol-B; Cryptomerioides; Bark; 3-Oxetanones

DOI https://doi.org/10.1002/chem.201001085

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Laboratoires LSYNC

Le document apparaît dans Production scientifique et compétences > SB - Faculté des sciences de base > SB Archives > LSYNC - Laboratoire de synthese chimique
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Date de création de la notice 2011-12-16

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