title: Metal-assisted addition of a nitrate anion to bis(oxy)enamines. A general approach to the synthesis of α-nitroxy-oxime derivatives from nitronates.
abstract: The synthesis of α-nitroxy-substituted oxime derivatives has been achieved by an unprecedented metal-assisted addition of a nitrate anion to bis(oxy)enamines, which are readily available from nitronates or nitroalkanes. The method has a broad scope and provides access to α-nitroxy-oximes and their cyclic ethers including nitroxy-substituted isoxazolines and dihydro-1,2-oxazines, which are of interest as potential NO-donors and intermediates in the synthesis of bioactive molecules.
authors.affiliation: N.D. Zelinsky Institute of Organic Chemistry, Leninsky prospect 47, 119991, Moscow, Russia. sukhorukov@ioc.ac.ru.
authors.forename: Yana A
authors.initials: YA
authors.lastname: Naumovich
authors.forename: Victoria Emily
authors.initials: VE
authors.lastname: Buckland
authors.forename: Dmitry A
authors.initials: DA
authors.lastname: Sen'ko
authors.forename: Yulia V
authors.initials: YV
authors.lastname: Nelyubina
authors.forename: Yulia A
authors.initials: YA
authors.lastname: Khoroshutina
authors.forename: Alexey Yu
authors.initials: AY
authors.lastname: Sukhorukov
authors.forename: Sema L
authors.initials: SL
authors.lastname: Ioffe
mesh_terms: D000588:Amines / Q000737:chemistry*; D008670:Metals / Q000737:chemistry*; D009566:Nitrates / Q000737:chemistry*
chemical_list: D000588:Amines; D008670:Metals; D009566:Nitrates