Enantioselective One-Pot Synthesis of Biaryl-Substituted
Amines by Combining Palladium and Enzyme Catalysis in Deep Eutectic
Solvents
Juraj Paris
Aline Telzerow
Nicolás Ríos-Lombardía
Kerstin Steiner
Helmut Schwab
Francisco Morís
Harald Gröger
Javier González-Sabín
10.1021/acssuschemeng.8b06715.s001
https://acs.figshare.com/articles/journal_contribution/Enantioselective_One-Pot_Synthesis_of_Biaryl-Substituted_Amines_by_Combining_Palladium_and_Enzyme_Catalysis_in_Deep_Eutectic_Solvents/7708055
The first application
of <i>Deep Eutectic Solvents</i> (<i>DESs</i>)
in asymmetric bioamination of ketones has
been accomplished. The amine transaminases (ATAs) turned out to be
particularly stable in <i>DES</i>-buffer mixtures at a percentage
of up to 75% (w/w) neoteric solvent. Moreover, this reaction medium
was used to perform a chemoenzymatic cascade toward biaryl amines
by coupling a Suzuki reaction sequentially with an enantioselective
bioamination catalyzed by the recently discovered ATA from <i>Exophiala xenobiotica</i> (EX-ωTA). The solubilizing properties
of <i>DESs</i> enabled the metal-catalyzed step at 200 mM
loading of substrate and the subsequent biotransformation at 25 mM.
2019-02-12 17:21:00
enantioselective bioamination
chemoenzymatic cascade
ATA
DES
buffer mixtures
Deep Eutectic Solvents
biaryl amines
solubilizing properties
EX -ωTA
Enantioselective One-Pot Synthesis
Suzuki reaction sequentially
Enzyme Catalysis
200 mM loading
Biaryl-Substituted Amines
25 mM
reaction medium
Exophiala xenobiotica
amine transaminases
metal-catalyzed step