title: Beckmann Fragmentation and Successive Carbon-Carbon Bond Formation Using Grignard Reagents via Phosphonium Salt Intermediates.
abstract: The intermediates formed during the Beckmann fragmentation of α-alkoxy and α-alkoxy-α-alkyl oxime acetates have been successfully trapped as phosphonium salts, which were subsequently reacted with a variety of Grignard reagents to give the corresponding substituted products in good yields. Notably, this reaction proceeded smoothly even from α-alkoxy-α-alkyl oxime acetates.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Osaka University.
authors.forename: Hiromichi
authors.initials: H
authors.lastname: Fujioka
authors.forename: Nao
authors.initials: N
authors.lastname: Matsumoto
authors.forename: Yuichi
authors.initials: Y
authors.lastname: Kuboki
authors.forename: Hidenobu
authors.initials: H
authors.lastname: Mitsukane
authors.forename: Reiya
authors.initials: R
authors.lastname: Ohta
authors.forename: Takashi
authors.initials: T
authors.lastname: Kimura
authors.forename: Kenichi
authors.initials: K
authors.lastname: Murai
mesh_terms: D000085:Acetates / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D010091:Oximes / Q000737:chemistry*
chemical_list: D000085:Acetates; D009942:Organometallic Compounds; D009943:Organophosphorus Compounds; D010091:Oximes; D002244:Carbon