title: Spontaneous Oxygenation of Siloxy-N-silylketenimines to α-Ketoamides.
abstract: Siloxy-N-silylketenimines generated in situ from O-silyl cyanohydrins were converted to α-ketoamides by brief exposure to air or oxygen. Oxidation under extremely mild conditions can be explained by assuming the intermediacy of a 3-imino-1,2-dioxetane derivative generated via triplet-singlet intersystem crossing after the reaction of siloxy-N-silylketenimines with triplet oxygen.
authors.affiliation: Department of Synthetic Organic Chemistry, Institute of Biomedical & Health Sciences, Hiroshima University , 1-2-3 Kasumi, Minami-Ku, Hiroshima 734-8553, Japan.
authors.forename: Michiko
authors.initials: M
authors.lastname: Sasaki
authors.affiliation: Department of Synthetic Organic Chemistry, Institute of Biomedical & Health Sciences, Hiroshima University , 1-2-3 Kasumi, Minami-Ku, Hiroshima 734-8553, Japan.
authors.forename: Masafumi
authors.initials: M
authors.lastname: Ando
authors.affiliation: Pharmaceutical Sciences at Kagawa Campus, Tokushima Bunri University , 1314-1 Shido, Sanuki, Kagawa 769-2193, Japan.
authors.forename: Masatoshi
authors.initials: M
authors.lastname: Kawahata
authors.affiliation: Pharmaceutical Sciences at Kagawa Campus, Tokushima Bunri University , 1314-1 Shido, Sanuki, Kagawa 769-2193, Japan.
authors.forename: Kentaro
authors.initials: K
authors.lastname: Yamaguchi
authors.affiliation: Department of Synthetic Organic Chemistry, Institute of Biomedical & Health Sciences, Hiroshima University , 1-2-3 Kasumi, Minami-Ku, Hiroshima 734-8553, Japan.
authors.forename: Kei
authors.initials: K
authors.lastname: Takeda