title: Visible-light photoredox-catalyzed synthesis of nitrones: unexpected rate acceleration by water in the synthesis of isoxazolidines.
abstract: A new oxidative [3 + 2] cycloaddition of N-substituted hydroxylamines with alkenes was established under visible light photoredox catalysis. This novel protocol provides a rapid, mild, and efficient access to valuable five-membered ring isoxazolidine heterocycles in a concise fashion.
authors.affiliation: Institute of Organic Chemistry and ‡Institute of Inorganic Chemistry, RWTH Aachen University , Landoltweg 1, D-52074 Aachen, Germany.
authors.forename: Hong
authors.initials: H
authors.lastname: Hou
authors.forename: Shaoqun
authors.initials: S
authors.lastname: Zhu
authors.forename: Fangfang
authors.initials: F
authors.lastname: Pan
authors.forename: Magnus
authors.initials: M
authors.lastname: Rueping
mesh_terms: D000475:Alkenes / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D061565:Cycloaddition Reaction; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D019811:Hydroxylamine / Q000737:chemistry*; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000737:chemistry*; D008027:Light; D015394:Molecular Structure; D009589:Nitrogen Oxides / Q000737:chemistry*; D010084:Oxidation-Reduction; D055668:Photochemical Processes; D013237:Stereoisomerism; D014867:Water
chemical_list: D000475:Alkenes; D006571:Heterocyclic Compounds; D007555:Isoxazoles; D009589:Nitrogen Oxides; C015388:nitrones; D014867:Water; D019811:Hydroxylamine