Publication:
Enantiospecific synthesis of antifungal dasyscyphin E from cupressic acid

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Date
2017-11-16
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Authors
Fernandez, Antonio ; Boulifa, Ettahir ; Jimenez, Fermin ; Mahdjour, Soumicha ; Ahmed I., Mansour ; Chahboun, Rachid ; Alvarez-manzaneda, Enrique
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Publisher
Elsevier
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Description
Abstract
The first synthesis of the sesquiterpene quinol dasyscyphin E has been achieved starting from cupressic acid. Key steps of the synthetic sequence are the oxidative degradation of the diterpene side chain to give a methylketone, the diastereoselective a-methylation of a protected ketoaldehyde, the subsequent intramolecular aldol condensation and the further Diels-Alder cycloaddition of a dienol ester.
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