title: Enantioselectivity in visible light-induced, singlet oxygen [2+4] cycloaddition reactions (type II photooxygenations) of 2-pyridones.
abstract: 3-Substituted 2-pyridones were enantioselectively (68-90% ee) converted into the respective 3-hydroxypyridine-2,6-diones by a sequence consisting of a template-mediated type II photooxygenation and an acid-catalysed rearrangement.
authors.affiliation: Department Chemie and Catalysis Research Center (CRC), Technische Universität München, 85747 Garching, Germany.
authors.forename: Christian
authors.initials: C
authors.lastname: Wiegand
authors.forename: Eberhardt
authors.initials: E
authors.lastname: Herdtweck
authors.forename: Thorsten
authors.initials: T
authors.lastname: Bach
mesh_terms: D018360:Crystallography, X-Ray; D003500:Cyclization; D008027:Light; D008958:Models, Molecular; D015394:Molecular Structure; D055668:Photochemical Processes; D011728:Pyridones / Q000138:chemical synthesis* / Q000737:chemistry*; D026082:Singlet Oxygen / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: C577895:3-hydroxypyridine-2,6-dione; D011728:Pyridones; D026082:Singlet Oxygen; C017679:2-hydroxypyridine