0000000000131931

AUTHOR

Joaquin Barjau

showing 11 related works from this author

Diversitäts-orientierte Synthese von polycyclischen Gerüsten durch Umsetzung eines von 2,4-Dimethylphenol abgeleiteten anodischen Zwischenproduktes

2011

ChemistryGeneral MedicineAngewandte Chemie
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Cover Picture: Diversity-Oriented Synthesis of Polycyclic Scaffolds by Modification of an Anodic Product Derived from 2,4-Dimethylphenol (Angew. Chem…

2011

ChemistryProduct (mathematics)INTOrganic chemistryCover (algebra)General ChemistryCombinatorial chemistryCatalysisAngewandte Chemie International Edition
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Titelbild: Diversitäts-orientierte Synthese von polycyclischen Gerüsten durch Umsetzung eines von 2,4-Dimethylphenol abgeleiteten anodischen Zwischen…

2011

General MedicineAngewandte Chemie
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ChemInform Abstract: Synthesis and Isolation of Enantiomerically Enriched Cyclopenta[b]benzofurans Based on Products from Anodic Oxidation of 2,4-Dim…

2015

Tetramer (I) is obtained by anodic oxidation of 2,4-dimethylphenol as reported in a previous paper.

TetramerChemistryAnodic oxidationGeneral MedicineCombinatorial chemistryChemInform
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Installation of Amine Moieties into a Polycyclic Anodic Product Derived from 2,4-Dimethylphenol

2011

When 2,4-dimethylphenol is anodically treated, a dehydrotetramer with four contiguous stereocentres is readily obtained on a multi-gram scale. The substitution of a 2,4-dimethyl-phenoxy fragment by several amines was demonstrated, and the best results were obtained with primary amines. Optically pure α-chiral aliphatic amines yield diastereomeric mixtures that can be separated in most cases. The basic amine causes a partial hemiketal-opening of the bisbenzofuran moiety leading to an equilibrium within an α,β-unsaturated cyclohexenone. This dynamic behaviour occurs on the time scale of NMR spectroscopy and is also found by X-ray analysis providing a consistent picture.

ChemistryOrganic ChemistryDiastereomerGeneral ChemistryNuclear magnetic resonance spectroscopyCatalysisChiral resolutionchemistry.chemical_compoundCyclohexenoneYield (chemistry)MoietyOrganic chemistryAmine gas treatingAminationChemistry - A European Journal
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Synthesis and Isolation of Enantiomerically Enriched Cyclopenta[b]benzofurans Based on Products from Anodic Oxidation of 2,4-Dimethylphenol

2015

The anodic treatment of 2,4-dimethylphenol offers a powerful and direct method for the construction of a dehydrotetramer with four contiguous stereocentres on a multigram scale. The installation of propellanes on this scaffold using enantiomerically pure carbonyl compounds leads to a mixture of diastereomers. This mixture is easily separable using standard chromatography and gives rise to optically pure cyclopenta[b]benzofurans which are important scaffolds in a variety of natural products. The synthesis is easy to perform and allows a reliable access to chiral compounds with very high enantiomeric excess. It was possible to determine the absolute configuration of these compounds by compari…

ChemistryAnodic oxidationOrganic ChemistryVibrational circular dichroismAbsolute configurationDiastereomerOrganic chemistryPhysical and Theoretical ChemistryEnantiomerEnantiomeric excessElectrochemistryChiral resolutionEuropean Journal of Organic Chemistry
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Diversity-Oriented Synthesis of Polycyclic Scaffolds by Modification of an Anodic Product Derived from 2,4-Dimethylphenol

2010

Molecular ConformationStereoisomerismGeneral ChemistryXylenesCrystallography X-RayElectrochemistryCatalysischemistry.chemical_compoundchemistryProduct (mathematics)Organic chemistryPolycyclic CompoundsPhenolsElectrodesOxidation-ReductionAngewandte Chemie International Edition
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CCDC 1047644: Experimental Crystal Structure Determination

2017

Related Article: Michael Mirion, Lars Andernach, Caroline Stobe, Joaquin Barjau, Dieter Schollmeyer, Till Opatz, Arne Lützen, Siegfried R. Waldvogel|2015|Eur.J.Org.Chem.|2015|4876|doi:10.1002/ejoc.201500600

Space GroupCrystallographyCrystal SystemCrystal Structure(5aSR7RS8aRS8cRS13bSR)-Ethyl-247101213b15-heptamethyl-568-trioxa-(benzo[h]-(benzo[b]furo)[23-b]-[4.3.3]propellan)-14-eneCell ParametersExperimental 3D Coordinates
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CCDC 1047645: Experimental Crystal Structure Determination

2017

Related Article: Michael Mirion, Lars Andernach, Caroline Stobe, Joaquin Barjau, Dieter Schollmeyer, Till Opatz, Arne Lützen, Siegfried R. Waldvogel|2015|Eur.J.Org.Chem.|2015|4876|doi:10.1002/ejoc.201500600

Space GroupCrystallographyCrystal SystemCrystal Structure(5aSR8aRS8cRS13bSR)-24101213b15-Hexamethyl-568-trioxa-spiro[cyclohexakis(benzo[h](benzo[b]furo)[23-b]-[4.3.3]propellan)]-14-eneCell ParametersExperimental 3D Coordinates
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CCDC 1047647: Experimental Crystal Structure Determination

2017

Related Article: Michael Mirion, Lars Andernach, Caroline Stobe, Joaquin Barjau, Dieter Schollmeyer, Till Opatz, Arne Lützen, Siegfried R. Waldvogel|2015|Eur.J.Org.Chem.|2015|4876|doi:10.1002/ejoc.201500600

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(5aSR8aRS8cRS13bSR)-8-Aza-56-dioxa-24101213b15-hexamethyl-N-phenyl-(benzo[h]-(benzo[b]furo)[23-b]-[4.3.3]propellan)-14-ene-7-oneExperimental 3D Coordinates
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CCDC 1047646: Experimental Crystal Structure Determination

2017

Related Article: Michael Mirion, Lars Andernach, Caroline Stobe, Joaquin Barjau, Dieter Schollmeyer, Till Opatz, Arne Lützen, Siegfried R. Waldvogel|2015|Eur.J.Org.Chem.|2015|4876|doi:10.1002/ejoc.201500600

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametersrac-(5aRS7RS8aSR8cSR13bRS)-7-Ethyl-24101213b15-hexamethyl-568-trioxa-(benzo[h]-(benzo[b]furo)[23-b]-[4.3.3]propellan)-14-eneExperimental 3D Coordinates
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