0000000000147656

AUTHOR

Judit Oliver

showing 3 related works from this author

ChemInform Abstract: Synthesis of Fluorinated and Non-Fluorinated Bicyclic Amidines Through Ring-Closing Metathesis.

2012

Condensation of unsaturated esters (I) and (VII) with 1,2-diamines proceeds in the presence of trimethylaluminum providing imidazolines (III) and (VIII) which are further allylated giving suitable dienes (V) and (IX).

Ring-closing metathesisBicyclic moleculeChemistryCondensationSalt metathesis reactionGeneral MedicineMedicinal chemistryChemInform
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Design, Synthesis, and Biological Evaluation of Novel Fluorinated Ethanolamines

2011

The preparation of novel fluorinated allylamines and their use as key fragments for the stereoselective synthesis of hydroxyethyl secondary amine (HEA)-type peptidomimetics is described. Our strategy employs chiral sulfinyl imines as synthesis intermediates, by treatment of hemiaminal precursors with two equivalents of vinylmagnesium bromide. The subsequent oxidation of the allylic amines to the corresponding epoxides was achieved by treatment with methyl(trifluoromethyl)dioxirane. Finally, epoxide ring opening with a range of nitrogen nucleophiles provided a library of HEA-derived peptidomimetics with a phenyldifluoromethylene moiety. The biological evaluation of these derivatives revealed…

Allylic rearrangementHalogenationPhthalic AcidsSulfonium CompoundsEpoxideCatalysisNocardiaantimicrobialsMycobacteriumchemistry.chemical_compoundDioxiraneNucleophileAnti-Infective AgentsfluorineMoietyOrganic chemistryAspartic Acid EndopeptidasesHumansEthanolamineTrifluoromethylMolecular StructureAntimicrobialsOrganic ChemistryEthanolaminesStereoisomerismBACE1FluorineGeneral ChemistrychemistryEthanolaminespeptidomimeticsHemiaminalethanolaminesEpoxy CompoundsIminesPeptidomimeticsAmyloid Precursor Protein Secretases
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Synthesis of Fluorinated and Non-Fluorinated Bicyclic Amidines through Ring-Closing Metathesis

2011

[EN] An efficient method for the synthesis of fluorinated and non-fluorinated imidazoazepines by a ring-closing metathesis reaction as the key step is described. The influence of the fluorine atoms on the preparation of these bicyclic systems is also studied.

Bicyclic moleculeNitrogen heterocyclesOrganic ChemistryAmidineschemistry.chemical_elementMetathesisFluorineMetathesisRing-closing metathesischemistrySalt metathesis reactionFluorineOrganic chemistryPhysical and Theoretical ChemistryAcyclic diene metathesis
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