10.1021/acssuschemeng.8b06715.s001
Juraj Paris
Juraj
Paris
Aline Telzerow
Aline
Telzerow
Nicolás Ríos-Lombardía
Nicolás
Ríos-Lombardía
Kerstin Steiner
Kerstin
Steiner
Helmut Schwab
Helmut
Schwab
Francisco Morís
Francisco
Morís
Harald Gröger
Harald
Gröger
Javier González-Sabín
Javier
González-Sabín
Enantioselective One-Pot Synthesis of Biaryl-Substituted
Amines by Combining Palladium and Enzyme Catalysis in Deep Eutectic
Solvents
American Chemical Society
2019
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
2019-02-12 17:21:00
Journal contribution
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.