0000000001305284

AUTHOR

Sonja Schwolow

showing 8 related works from this author

Total Synthesis of the Antifungal Natural Product Mollisin

2013

Mollisin, a bioactive polyketide secondary metabolite of the fungus Mollisia caesia, was synthesized in nine linear steps from commercially available 2,6-dimethyl-γ-pyrone. A key transformation in this first total synthesis of mollisin was the ipso substitution of an arylstannane, which permitted the otherwise cumbersome introduction of the characteristic dichloroacetyl moiety. The fungal fungicide was obtained in an overall yield of 9 %.

Natural productbiologyStereochemistryOrganic ChemistryTotal synthesisSecondary metabolitebiology.organism_classificationFungicideAcylationMollisiachemistry.chemical_compoundPolyketidechemistrymedicineOrganic chemistryMoietyPhysical and Theoretical Chemistrymedicine.drugEuropean Journal of Organic Chemistry
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ChemInform Abstract: Total Synthesis of the Antifungal Natural Product Mollisin.

2014

The title compound is synthesized in nine steps from commercially available 2,6-dimethyl-γ-pyrone in an overall yield of 9%.

Antifungalchemistry.chemical_compoundNatural productchemistrymedicine.drug_classYield (chemistry)medicineOrganic chemistryTotal synthesisGeneral MedicineChemInform
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Unexpected Formation of a 1,2-Dichloroacenaphthylene in a Friedel-Crafts Reaction with Chloral Hydrate

2012

An unprecedented rearrangement was encountered during an attempted alkylation of an electron-rich naphthalene with chloral hydrate. The reaction produced a dichlorinated acenaphthylene and presumably involves the intermediate formation of a chloronium ion which is opened to produce the five-membered ring of the final product.

ChemistryElectrophileChloral hydrateX-ray crystallographymedicineGeneral ChemistryMedicinal chemistryFriedel–Crafts reactionmedicine.drugZeitschrift für Naturforschung B
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ChemInform Abstract: Unexpected Formation of a 1,2-Dichloroacenaphthylene in a Friedel-Crafts Reaction with Chloral Hydrate.

2012

ChemistryChloral hydratemedicineGeneral MedicineMedicinal chemistryFriedel–Crafts reactionmedicine.drugChemInform
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CCDC 945345: Experimental Crystal Structure Determination

2013

Related Article: Sonja Schwolow, Horst Kunz, Joachim Rheinheimer, Till Opatz|2013|Eur.J.Org.Chem.|2013|6519|doi:10.1002/ejoc.201301088

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters8-(Dichloroacetyl)-5-hydroxy-27-dimethyl-14-naphthoquinoneExperimental 3D Coordinates
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CCDC 945347: Experimental Crystal Structure Determination

2013

Related Article: Sonja Schwolow, Horst Kunz, Joachim Rheinheimer, Till Opatz|2013|Eur.J.Org.Chem.|2013|6519|doi:10.1002/ejoc.201301088

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters26-Dihydroxyhepta-25-dien-4-oneExperimental 3D Coordinates
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CCDC 945348: Experimental Crystal Structure Determination

2013

Related Article: Sonja Schwolow, Horst Kunz, Joachim Rheinheimer, Till Opatz|2013|Eur.J.Org.Chem.|2013|6519|doi:10.1002/ejoc.201301088

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters22-Dichloro-1-(45-dimethoxy-27-dimethylnaphthalen-1-yl)ethanoneExperimental 3D Coordinates
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CCDC 945346: Experimental Crystal Structure Determination

2013

Related Article: Sonja Schwolow, Horst Kunz, Joachim Rheinheimer, Till Opatz|2013|Eur.J.Org.Chem.|2013|6519|doi:10.1002/ejoc.201301088

Space GroupCrystallographyCrystal System8-(Dichloroacetyl)-5-methoxy-27-dimethyl-14-naphthoquinoneCrystal StructureCell ParametersExperimental 3D Coordinates
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