title: Alkynyliodonium salt mediated alkynylation of azlactones: fast access to C(α)-tetrasubstituted α-amino acid derivatives.
abstract: An efficient electrophilic alkynylation of azlactones (oxazol-5(4H)-ones) is developed using alkynyl(phenyl)iodonium salts as the electrophilic alkyne source. After remarkably short reaction times, the desired alkyne functionalized azlactones are obtained in 60-97% yield and can be transformed easily into a variety of quaternary α-amino acid derivatives.
authors.affiliation: Institut für Organische Chemie, Eberhard Karls Universität Tübingen , Auf der Morgenstelle 18, 72076 Tübingen, Germany.
authors.forename: Peter
authors.initials: P
authors.lastname: Finkbeiner
authors.forename: Nicole M
authors.initials: NM
authors.lastname: Weckenmann
authors.forename: Boris J
authors.initials: BJ
authors.lastname: Nachtsheim
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D007783:Lactones / Q000737:chemistry*; D015394:Molecular Structure; D012492:Salts; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D000596:Amino Acids; D007783:Lactones; D012492:Salts