Cosgrove, SC ORCID: https://orcid.org/0000-0001-9541-7201, Thompson, MP, Ahmed, ST, Parmeggiani, F and Turner, NJ (2020) One-Pot Synthesis of Chiral N-Arylamines by Combining Biocatalytic Aminations with Buchwald-Hartwig N-Arylation. Angewandte Chemie, 59 (41). 18156 - 18160.

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Abstract

The combination of biocatalysis and chemo-catalysis increasingly offers chemists access to more diverse chemical architectures. Here, we describe the combination of a toolbox of chiral-amine-producing biocatalysts with a Buchwald-Hartwig cross-coupling reaction, affording a variety of α-chiral aniline derivatives. The use of a surfactant allowed reactions to be performed sequentially in the same flask, preventing the palladium catalyst from being inhibited by the high concentrations of ammonia, salts, or buffers present in the aqueous media in most cases. The methodology was further extended by combining with a dual-enzyme biocatalytic hydrogen-borrowing cascade in one pot to allow for the conversion of a racemic alcohol to a chiral aniline.

Item Type: Article
Additional Information: © 2020 The Authors. Published by Wiley-VCH GmbH This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
Uncontrolled Keywords: amines; biocatalysis; chemo-enzymatic synthesis; enzymes; palladium catalysis
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
Divisions: Faculty of Natural Sciences > School of Chemical and Physical Sciences
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Depositing User: Symplectic
Date Deposited: 23 Apr 2021 08:10
Last Modified: 23 Apr 2021 08:10
URI: https://eprints.keele.ac.uk/id/eprint/9336

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