title: Oxidative rearrangement of cyclobutanone derived N,O-ketals leading to pyrrolidone derivatives.
abstract: A halogen-induced oxidative rearrangement of N,O-ketals prepared from cyclobutanones, leading to pyrrolidone derivatives, is developed. The reaction proceeds via an iminium ether intermediate and, depending on the reaction medium, two types of pyrrolidone derivative, containing a halogen atom or hydroxyl group, can be obtained.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Osaka University.
authors.forename: Kenichi
authors.initials: K
authors.lastname: Murai
authors.forename: Daisuke
authors.initials: D
authors.lastname: Endo
authors.forename: Norihito
authors.initials: N
authors.lastname: Kawashita
authors.forename: Tatsuya
authors.initials: T
authors.lastname: Takagi
authors.forename: Hiromichi
authors.initials: H
authors.lastname: Fujioka
mesh_terms: D003503:Cyclobutanes / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011760:Pyrrolidinones / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D003503:Cyclobutanes; D011760:Pyrrolidinones