title: Catalytic Asymmetric Synthesis of N-Chiral Amine Oxides.
abstract: Direct asymmetric synthesis of N-chiral amine oxides was accomplished (up to 91:9 e.r.) by means of a bimetallic titanium catalyst. A hydroxy group situated at the γ-position of the N stereocenter enables the desired N-oxidation through dynamic kinetic resolution of the trivalent amine substrates. The method was further extended to the kinetic resolution of racemic γ-amino alcohols with a preexisting stereocenter, giving an important class of enantioenriched (up to 99.9:0.1 e.r.) building blocks that are otherwise difficult to synthesize.
authors.affiliation: Molecular Catalyst Research Center, Chubu University, 1200, Matsumoto-cho, Kasugai, Aichi, 487-8501, Japan. bhadra@isc.chubu.ac.jp, sukalyanbhadra@csmcri.org.|Inorganic Materials and Catalysis Division, CSIR-Central Salt and Marine Chemicals Research Institute, G.B. Marg, Bhavnagar, 364002, Gujarat, India. bhadra@isc.chubu.ac.jp, sukalyanbhadra@csmcri.org.
authors.forename: Sukalyan
authors.initials: S
authors.lastname: Bhadra
authors.affiliation: Molecular Catalyst Research Center, Chubu University, 1200, Matsumoto-cho, Kasugai, Aichi, 487-8501, Japan. hyamamoto@isc.chubu.ac.jp.
authors.forename: Hisashi
authors.initials: H
authors.lastname: Yamamoto
keywords: asymmetric catalysis; dynamic kinetic resolution; homogeneous catalysis; nitrogen oxides; titanium