title: Multifunctionalization of alkenes via aerobic oxynitration and sp3 C-H oxidation.
abstract: A method for direct functionalization of three positions including an unactivated C-H bond of aliphatic alkenes using tert-butyl nitrite and molecular oxygen to give γ-lactols has been developed. The present reaction proceeds through a sequence of radical processes involving oxynitration followed by aerobic oxidation of an sp(3) C-H bond. This multifunctionalization reaction requires neither metallic reagents nor photolysis and proceeds under mild conditions.
authors: School of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical and Health Sciences, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan. tsuyoshi@p.kanazawa-u.ac.jp
authors: Tsuyoshi
authors: T
authors: Taniguchi
authors: Yuki
authors: Y
authors: Sugiura
authors: Takashi
authors: T
authors: Hatta
authors: Atsushi
authors: A
authors: Yajima
authors: Hiroyuki
authors: H
authors: Ishibashi
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009573:Nitrites / Q000737:chemistry*; D010084:Oxidation-Reduction; D010100:Oxygen / Q000737:chemistry*
chemical_list: D000475:Alkenes; D007783:Lactones; D009573:Nitrites; C024225:n-butyl nitrite; D010100:Oxygen