Abstract
The amination of racemic α-chiral aldehydes, 2-phenylpropanal derivatives, was investigated employing ω-transaminases. By medium and substrate engineering the optical purity of the resulting β-chiral chiral amine could be enhanced to reach optical purities up to 99% ee. Using enantiocomplementary ω-transaminases allowed us to access the (R)- as well as the (S)-enantiomer in most cases. It is important to note that the stereopreference of the ω-transaminases found for α-chiral aldehydes did not correlate with the stereopreference previously observed for the amination of methyl ketones. In one case the stereopreference switched even upon exchanging a methyl substituent to a methoxy group.
Original language | English |
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Pages (from-to) | 2257-2265 |
Number of pages | 9 |
Journal | Advanced Synthesis & Catalysis |
Volume | 356 |
Issue number | 10 |
DOIs | |
Publication status | Published - 7 Jul 2014 |
Keywords
- amines
- asymmetric catalysis
- biotransformations
- transaminases
- β-chiral amines
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry
Fields of Expertise
- Human- & Biotechnology