Kinetic Resolution of Racemic Primary Amines Using Geobacillus stearothermophilus Amine Dehydrogenase Variant
A NADH-dependent engineered amine dehydrogenase from Geobacillus stearothermophilus (LE-AmDH-v1) was applied together with a NADH-oxidase from Streptococcus mutans (NOx) for the kinetic resolution of pharmaceutically relevant racemic α-chiral primary amines. The reaction conditions (e. g., pH, temperature, type of buffer) were optimised to yield S-configured amines with up to >99 % ee.
Tseliou, Vasilis,Knaus, Tanja,Vilím, Jan,Masman, Marcelo F.,Mutti, Francesco G.
p. 2184 - 2188
(2020/03/11)
Asymmetric amination of tetralone and chromanone derivatives employing ω-transaminases
Various (S)-selective and (R)-selective ω-transaminases were investigated for the amination of 1- and 2-tetralone and derivatives as well as of 3- and 4-chromanone. All ketones tested were aminated to give the corresponding enantiopure amines (ee > 99%) employing at least one of the enzymes investigated. In most of the cases the (S)- as well as the (R)-enantiomer was obtained in optically pure form. The amination of 3-chromanone was performed on a 100 mg scale leading to optically pure (R)-3-aminochromane (ee > 99%) with complete conversion and 78% isolated yield.
Pressnitz, Desiree,Fuchs, Christine S.,Sattler, Johann H.,Knaus, Tanja,Macheroux, Peter,Mutti, Francesco G.,Kroutil, Wolfgang
p. 555 - 559
(2013/06/05)
Catalytic enantioselective borane reduction of benzyl oximes: Preparation of (S)-1-pyridin-3-YL-ethylamine bis hydrochloride
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Huang, Kun,Ortiz-Marciales, Margarita,Hughes, David
scheme or table
p. 36 - 52
(2011/05/13)
Enantioselective borohydride reduction of N-diphenylphosphinyl imines using optically active cobalt(II) complex catalysts
The enantioselective borohydride reduction using optically active cobalt(II) complex catalysts was successfully applied to various aryl N-diphenylphosphinyl imines, and the corresponding reduced products were obtained in good yields with high enantiomeric excesses (up to 99% ee). The optically active primary amines were obtained by the successive hydrolysis under mild conditions.