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A flash thermal racemization protocol for the chemoenzymatic dynamic kinetic resolution and stereoinversion of chiral amines

Title: A flash thermal racemization protocol for the chemoenzymatic dynamic kinetic resolution and stereoinversion of chiral amines
Authors: Takle, MJ
Deadman, BJ
Hellgardt, K
Dickhaut, J
Wieja, A
Hii, KKM
Item Type: Journal Article
Abstract: A highly practical and effective ‘Flash Thermal Racemization’ (FTR) protocol was developed in continuous flow, without needing a base or a H donor. This can be integrated with an enzyme to enable the chemoenzymatic kinetic resolution of primary amines to be achieved in a more atom-efficient manner without additives. An unprecedented space-time yield of up to 1362 μmol mL–1 h–1 can be achieved for the dynamic kinetic resolution of 1-aminoindane, which is at least 10 times more productive than previously reported, and up to 1700-fold more productive when the Pd catalyst loading is taken into account. With a slight modification, the flow reactor system can also be used to convert an optically active amine to its opposite enantiomer.
Issue Date: 18-Aug-2023
Date of Acceptance: 26-Jul-2023
URI: http://hdl.handle.net/10044/1/109976
DOI: 10.1021/acscatal.3c02859
ISSN: 2155-5435
Publisher: American Chemical Society
Start Page: 10541
End Page: 10546
Journal / Book Title: ACS Catalysis
Volume: 13
Issue: 16
Copyright Statement: Copyright © 2023 The Authors. Published by American Chemical Society. This publication is licensed under CC-BY 4.0.
Publication Status: Published
Online Publication Date: 2023-07-28
Appears in Collections:Chemistry
Catalysis and Advanced Materials
Chemical Engineering
Faculty of Natural Sciences



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