Implementation of Biocatalysis in Continuous Flow for the Synthesis of Small Cyclic Amines

Hegarty, Eimear; Paradisi, Francesca (2020). Implementation of Biocatalysis in Continuous Flow for the Synthesis of Small Cyclic Amines. CHIMIA, 74(11), pp. 890-894. Schweizerische Chemische Gesellschaft 10.2533/chimia.2020.890

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Significant progress has been made in establishing transaminases as robust biocatalysts for the green and scalable synthesis of a diverse range of chiral amines. However, very few examples on the amination of small cyclic ketones have been reported. Cyclic ketones are particularly challenging for transaminase enzymes because they do not display the well-defined small and large substituent areas that are characteristic for the bio- catalytic mechanism. In this work, we exploited the broad substrate scope of the (S)-selective transaminase from Halomonas elongata (HeWT) to develop an efficient biocatalytic system in continuous flow to generate a range of small cyclic amines which feature very often in pharmaceuticals and agrochemicals. [3] Tetrahydrofuran-3-one and other challenging prochiral ketones were rapidly (5–45 min) transformed to their corresponding amines with excellent molar conversion (94–99%) and moderate to excellent ee.

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Department of Chemistry, Biochemistry and Pharmaceutical Sciences (DCBP)

UniBE Contributor:

Hegarty, Eimear and Paradisi, Francesca

Subjects:

500 Science > 570 Life sciences; biology
500 Science > 540 Chemistry

ISSN:

0009-4293

Publisher:

Schweizerische Chemische Gesellschaft

Language:

English

Submitter:

Francesca Paradisi

Date Deposited:

28 Jan 2021 09:27

Last Modified:

28 Jan 2021 09:35

Publisher DOI:

10.2533/chimia.2020.890

BORIS DOI:

10.48350/150951

URI:

https://boris.unibe.ch/id/eprint/150951

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