0000000000527977

AUTHOR

Hans J. Schäfer

showing 9 related works from this author

Back Cover: A Regio- and Diastereoselective Anodic Aryl-Aryl Coupling in the Biomimetic Total Synthesis of (−)-Thebaine (Angew. Chem. Int. Ed. 34/201…

2018

chemistry.chemical_compoundThebaineChemistryBiomimetic synthesisArylINTmedicineTotal synthesisGeneral ChemistryMedicinal chemistryCatalysismedicine.drugAngewandte Chemie International Edition
researchProduct

Eine regio- und diastereoselektive anodische Aryl-Aryl-Kupplung in der biomimetischen Totalsynthese von (−)-Thebain

2018

010405 organic chemistryChemistryGeneral Medicine010402 general chemistry01 natural sciences0104 chemical sciencesAngewandte Chemie
researchProduct

Rücktitelbild: Eine regio- und diastereoselektive anodische Aryl-Aryl-Kupplung in der biomimetischen Totalsynthese von (−)-Thebain (Angew. Chem. 34/2…

2018

General MedicineAngewandte Chemie
researchProduct

A Regio- and Diastereoselective Anodic Aryl-Aryl Coupling in the Biomimetic Total Synthesis of (-)-Thebaine.

2018

The biosynthesis of thebaine is based on the regioselective, intramolecular, oxidative coupling of (R)-reticuline. For decades, chemists have sought to mimic this coupling by using stoichiometric oxidants. However, all approaches to date have suffered from low yields or the formation of undesired regioisomers. Electrochemistry would represent a sustainable alternative in this respect but all attempts to accomplish an electrochemical synthesis of thebaine have failed so far. Herein, a regio- and diastereoselective anodic coupling of 3',4',5'-trioxygenated laudanosine derivatives is presented, which finally enables electrochemical access to (-)-thebaine.

Thebaine010405 organic chemistryArylTotal synthesisRegioselectivityGeneral Chemistry010402 general chemistry01 natural sciencesCombinatorial chemistryCatalysis0104 chemical scienceschemistry.chemical_compoundchemistryBiomimetic synthesisIntramolecular forceStructural isomermedicineOxidative coupling of methanemedicine.drugAngewandte Chemie (International ed. in English)
researchProduct

CCDC 1831234: Experimental Crystal Structure Determination

2018

Related Article: Alexander Lipp, Dorota Ferenc, Christoph Gütz, Mario Geffe, Nina Vierengel, Dieter Schollmeyer, Hans J. Schäfer, Siegfried R. Waldvogel, Till Opatz|2018|Angew.Chem.,Int.Ed.|57|11055|doi:10.1002/anie.201803887

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates(+-)-2-(benzyloxy)-36-dimethoxy-17-methyl-4-{[tri-isopropylsilyl]oxy}-56814-tetradehydromorphinan-7-one
researchProduct

CCDC 1831233: Experimental Crystal Structure Determination

2018

Related Article: Alexander Lipp, Dorota Ferenc, Christoph Gütz, Mario Geffe, Nina Vierengel, Dieter Schollmeyer, Hans J. Schäfer, Siegfried R. Waldvogel, Till Opatz|2018|Angew.Chem.,Int.Ed.|57|11055|doi:10.1002/anie.201803887

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(+-)-2-(benzyloxy)-36-dimethoxy-17-methyl-7-oxo-56814-tetradehydromorphinan-4-yl 22-dimethylpropanoateExperimental 3D Coordinates
researchProduct

CCDC 1831232: Experimental Crystal Structure Determination

2018

Related Article: Alexander Lipp, Dorota Ferenc, Christoph Gütz, Mario Geffe, Nina Vierengel, Dieter Schollmeyer, Hans J. Schäfer, Siegfried R. Waldvogel, Till Opatz|2018|Angew.Chem.,Int.Ed.|57|11055|doi:10.1002/anie.201803887

Space GroupCrystallographyCrystal SystemCrystal Structure(+-)-2-(benzyloxy)-36-dimethoxy-17-methyl-7-oxo-56814-tetradehydromorphinan-4-yl acetateCell ParametersExperimental 3D Coordinates
researchProduct

CCDC 1831236: Experimental Crystal Structure Determination

2018

Related Article: Alexander Lipp, Dorota Ferenc, Christoph Gütz, Mario Geffe, Nina Vierengel, Dieter Schollmeyer, Hans J. Schäfer, Siegfried R. Waldvogel, Till Opatz|2018|Angew.Chem.,Int.Ed.|57|11055|doi:10.1002/anie.201803887

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(+-)-36-dimethoxy-17-methyl-67814-tetradehydro-45-epoxymorphinanExperimental 3D Coordinates
researchProduct

CCDC 1831235: Experimental Crystal Structure Determination

2018

Related Article: Alexander Lipp, Dorota Ferenc, Christoph Gütz, Mario Geffe, Nina Vierengel, Dieter Schollmeyer, Hans J. Schäfer, Siegfried R. Waldvogel, Till Opatz|2018|Angew.Chem.,Int.Ed.|57|11055|doi:10.1002/anie.201803887

Space GroupCrystallographyCrystal System(+-)-2-(benzyloxy)-36-dimethoxy-17-methyl-67814-tetradehydro-45-epoxymorphinanCrystal StructureCell ParametersExperimental 3D Coordinates
researchProduct