title: Enantioselective Synthesis of 2'- and 3'-Substituted Natural Flavans by Domino Asymmetric Transfer Hydrogenation/Deoxygenation.
abstract: A concise and highly enantioselective synthesis of the natural flavans kazinol U and (2S)-7,3'-dihydroxy-4'-methoxyflavan is reported for the first time. The key transformation is a single-step conversion of a racemic flavanone to a flavan by means of an asymmetric transfer hydrogenation/deoxygenation cascade with kinetic resolution.
authors.affiliation: Fachrichtung Chemie und Lebensmittelchemie, Organische Chemie I, Technische Universität Dresden , Bergstrasse 66, 01069 Dresden, Germany.
authors.forename: Anton
authors.initials: A
authors.lastname: Keßberg
authors.affiliation: Fachrichtung Chemie und Lebensmittelchemie, Organische Chemie I, Technische Universität Dresden , Bergstrasse 66, 01069 Dresden, Germany.
authors.forename: Peter
authors.identifier: 0000-0002-0592-9850
authors.initials: P
authors.lastname: Metz
mesh_terms: D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D047309:Flavones / Q000138:chemical synthesis* / Q000737:chemistry; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D006865:Hydrogenation; D007700:Kinetics; D015394:Molecular Structure; D010100:Oxygen / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D001688:Biological Products; D047309:Flavones; D006571:Heterocyclic Compounds; D010100:Oxygen