title: Novel chemoenzymatic oxidation of amines into oximes based on hydrolase-catalysed peracid formation.
abstract: The efficient transformation of benzylamines into the corresponding oximes has been described by means of a chemoenzymatic process. This strategy is based on a two-step sequence developed in one-pot at 30 °C and atmospheric pressure. First, the formation of a reactive peracid intermediate occurs by means of a lipase-catalysed perhydrolysis reaction, and then this peracid acts as a chemical oxidising agent of the amines. A total of nine ketoximes were isolated in high purity after a simple extraction protocol (90-98% isolated yield), while for the eleven synthesised aldoximes a further column chromatography purification was required (71-82% isolated yield). In all cases excellent selectivities were attained, offering a practical method for amine oxidation in short reaction times (1 hour). The environmental impact of the process was analysed and compared with a recently published alternative chemical synthesis, finding for this metric a good E-factor value.
authors.affiliation: Departamento de Química Orgánica e Inorgánica, Instituto Universitario de Biotecnología de Asturias, Universidad de Oviedo, 33006 Oviedo, Spain. vicgotfer@uniovi.es.
authors.forename: Daniel
authors.initials: D
authors.lastname: Méndez-Sánchez
authors.forename: Iván
authors.initials: I
authors.lastname: Lavandera
authors.forename: Vicente
authors.initials: V
authors.lastname: Gotor
authors.forename: Vicente
authors.initials: V
authors.lastname: Gotor-Fernández