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Updated: Mar 14, 2026

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Catalytic Asymmetric Synthesis of N-Chiral Amine Oxides
Sukalyan Bhadra1,2, Hisashi Yamamoto3
1Molecular Catalyst Research Center, Chubu University, 1200, Matsumoto-cho, Kasugai, Aichi, 487-8501, Japan. bhadra@isc.chubu.ac.jp, sukalyanbhadra@csmcri.org.
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.
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