Cuetos, Aníbal, García-Ramos, Marina, Fischereder, Eva-Maria et al. (5 more authors) (2016) Catalytic Promiscuity of Transaminases:Preparation of Enantioenriched β-Fluoroamines by Formal Tandem Hydrodefluorination/Deamination. Angewandte Chemie International Edition. pp. 3144-3147. ISSN 1433-7851
Abstract
Transaminases are valuable enzymes for industrial biocatalysis and enable the preparation of optically pure amines. For these transformations they require either an amine donor (amination of ketones) or an amine acceptor (deamination of racemic amines). Herein transaminases are shown to react with aromatic β-fluoroamines, thus leading to simultaneous enantioselective dehalogenation and deamination to form the corresponding acetophenone derivatives in the absence of an amine acceptor. A series of racemic β-fluoroamines was resolved in a kinetic resolution by tandem hydrodefluorination/deamination, thus giving the corresponding amines with up to greater than 99 % ee. This protocol is the first example of exploiting the catalytic promiscuity of transaminases as a tool for novel transformations.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | © Wiley 2016. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details |
Dates: |
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Institution: | The University of York |
Academic Units: | The University of York > Faculty of Sciences (York) > Chemistry (York) |
Depositing User: | Pure (York) |
Date Deposited: | 11 Mar 2016 12:02 |
Last Modified: | 08 Feb 2025 00:18 |
Published Version: | https://doi.org/10.1002/anie.201510554 |
Status: | Published |
Refereed: | Yes |
Identification Number: | 10.1002/anie.201510554 |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:96165 |