0000000000643241

AUTHOR

David Pardo

showing 2 related works from this author

Synthesis of fluorinated drimanes. Preparation of 9αF-drimenin

2003

Abstract A stereoselective approach to the 9α-fluorinated analogue of the natural drimane sesquiterpene drimenin starting from β-ionone is described. β-Ionone is transformed into a bicyclic β-cetoester from which 9αF-drimenin is prepared through stereoselective electrophilic fluorination at the C-9 with N -fluorobenzenesulfonimide followed by Wittig methylenation, allylic bromination, bromine-hydroxyl exchange and γ-lactonization.

Allylic rearrangementBicyclic moleculeStereochemistryOrganic ChemistryElectrophilic fluorinationHalogenationSesquiterpeneBiochemistrychemistry.chemical_compoundchemistryDrug DiscoveryWittig reactionOrganic chemistryStereoselectivityTetrahedron Letters
researchProduct

Preparation of 9a-Fluorinated Sesquiterpenic Drimanes and Evaluation of Their Antifeedant Activities

2010

19 pages, figures, and tables statistics.

chemistry.chemical_classificationNatural productsKetoneStereochemistryTerpenoidsOrganic ChemistryElectrophilic fluorinationBiological activitiesTotal synthesisTotal synthesisFluorineEnolChemical synthesischemistry.chemical_compoundchemistryWittig reactionOrganic chemistryPhysical and Theoretical ChemistryCarbonylationCyanohydrin
researchProduct