Enantioselective One-Pot Synthesis of Biaryl-Substituted Amines by Combining Palladium and Enzyme Catalysis in Deep Eutectic Solvents

Paris J, Telzerow A, Rios-Lombardia N, Steiner K, Schwab H, Moris F, Gröger H, Gonzalez-Sabin J (2019)
ACS SUSTAINABLE CHEMISTRY & ENGINEERING 7(5): 5486-5493.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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Abstract / Bemerkung
The first application of Deep Eutectic Solvents (DESs) in asymmetric bioamination of ketones has been accomplished. The amine transaminases (ATAs) turned out to be particularly stable in DES-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 Exophiala xenobiotica (EX-wTA). The solubilizing properties of DESs enabled the metal catalyzed step at 200 mM loading of substrate and the subsequent biotransformation at 25 mM.
Erscheinungsjahr
2019
Zeitschriftentitel
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
Band
7
Ausgabe
5
Seite(n)
5486-5493
ISSN
2168-0485
Page URI
https://pub.uni-bielefeld.de/record/2934607

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Paris J, Telzerow A, Rios-Lombardia N, et al. Enantioselective One-Pot Synthesis of Biaryl-Substituted Amines by Combining Palladium and Enzyme Catalysis in Deep Eutectic Solvents. ACS SUSTAINABLE CHEMISTRY & ENGINEERING. 2019;7(5):5486-5493.
Paris, J., Telzerow, A., Rios-Lombardia, N., Steiner, K., Schwab, H., Moris, F., Gröger, H., et al. (2019). Enantioselective One-Pot Synthesis of Biaryl-Substituted Amines by Combining Palladium and Enzyme Catalysis in Deep Eutectic Solvents. ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 7(5), 5486-5493. doi:10.1021/acssuschemeng.8b06715
Paris, J., Telzerow, A., Rios-Lombardia, N., Steiner, K., Schwab, H., Moris, F., Gröger, H., and Gonzalez-Sabin, J. (2019). Enantioselective One-Pot Synthesis of Biaryl-Substituted Amines by Combining Palladium and Enzyme Catalysis in Deep Eutectic Solvents. ACS SUSTAINABLE CHEMISTRY & ENGINEERING 7, 5486-5493.
Paris, J., et al., 2019. Enantioselective One-Pot Synthesis of Biaryl-Substituted Amines by Combining Palladium and Enzyme Catalysis in Deep Eutectic Solvents. ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 7(5), p 5486-5493.
J. Paris, et al., “Enantioselective One-Pot Synthesis of Biaryl-Substituted Amines by Combining Palladium and Enzyme Catalysis in Deep Eutectic Solvents”, ACS SUSTAINABLE CHEMISTRY & ENGINEERING, vol. 7, 2019, pp. 5486-5493.
Paris, J., Telzerow, A., Rios-Lombardia, N., Steiner, K., Schwab, H., Moris, F., Gröger, H., Gonzalez-Sabin, J.: Enantioselective One-Pot Synthesis of Biaryl-Substituted Amines by Combining Palladium and Enzyme Catalysis in Deep Eutectic Solvents. ACS SUSTAINABLE CHEMISTRY & ENGINEERING. 7, 5486-5493 (2019).
Paris, Juraj, Telzerow, Aline, Rios-Lombardia, Nicolas, Steiner, Kerstin, Schwab, Helmut, Moris, Francisco, Gröger, Harald, and Gonzalez-Sabin, Javier. “Enantioselective One-Pot Synthesis of Biaryl-Substituted Amines by Combining Palladium and Enzyme Catalysis in Deep Eutectic Solvents”. ACS SUSTAINABLE CHEMISTRY & ENGINEERING 7.5 (2019): 5486-5493.