title: Utilizing an o-Quinone Methide in Asymmetric Transfer Hydrogenation: Enantioselective Synthesis of Brosimine A, Brosimine B, and Brosimacutin L.
abstract: A concise and highly enantioselective synthesis of the flavonoids brosimine A, brosimine B, and brosimacutin L is reported for the first time. The key transformation is a single-step conversion of a flavanone into a flavan by means of an asymmetric transfer hydrogenation/deoxygenation cascade.
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. peter.metz@chemie.tu-dresden.de.
authors.forename: Peter
authors.initials: P
authors.lastname: Metz
mesh_terms: D005419:Flavonoids / Q000138:chemical synthesis*; D006865:Hydrogenation; D045563:Indolequinones / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D005419:Flavonoids; D045563:Indolequinones; C000610625:brosimacutin L; C412059:brosimine A; C412060:brosimine B; C068040:quinone methide
keywords: asymmetric catalysis; domino reactions; flavonoids; kinetic resolution; natural products