Heckmann, Christian M.; Paradisi, Francesca (2021). GPhos Ligand Enables Production of Chiral N ‐Arylamines in a Telescoped Transaminase‐Buchwald‐Hartwig Amination Cascade in the Presence of Excess Amine Donor. Chemistry - a European journal, 27(67), pp. 16616-16620. Wiley-VCH 10.1002/chem.202103472
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The combination of biocatalysis and chemocatalysis can be more powerful than either technique alone. However, combining the two is challenging due to typically very different reaction conditions. Herein, chiral N-aryl amines, key features of many active pharmaceutical ingredients, are accessed in excellent enantioselectivity (typically>99.5 % ee) by combining transaminases with the Buchwald-Hartwig amination. By employing a bi-phasic buffer-toluene system as well as the ligand GPhos, the telescoped cascade proceeded with up to 89 % overall conversion in the presence of excess alanine. No coupling to alanine was observed.
Item Type: |
Journal Article (Original Article) |
|---|---|
Division/Institute: |
08 Faculty of Science > Department of Chemistry, Biochemistry and Pharmaceutical Sciences (DCBP) |
UniBE Contributor: |
Paradisi, Francesca |
Subjects: |
500 Science > 540 Chemistry |
ISSN: |
0947-6539 |
Publisher: |
Wiley-VCH |
Language: |
English |
Submitter: |
Francesca Paradisi |
Date Deposited: |
15 Nov 2021 14:23 |
Last Modified: |
05 Dec 2022 15:54 |
Publisher DOI: |
10.1002/chem.202103472 |
PubMed ID: |
34585789 |
BORIS DOI: |
10.48350/160635 |
URI: |
https://boris.unibe.ch/id/eprint/160635 |
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