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One-pot hydroaminomethylation of an alkene under formation of primary amines by combining hydroformylation at elevated syngas pressure and biocatalytic transamination in water

We report a novel one-pot chemoenzymatic synthesis of primary amines in water, combining rhodium-catalysed hydroformylation of styrene with a biocatalytic transamination. This process is starting from styrene at 50 mM substrate loading on a 10 mL preparative scale. Combined towards a one-pot process...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2024-11
Main Authors: Spang, Jonas, Bork, Hannah, Belov, Feodor, von Langermann, Jan, Vorholt, Andreas J, Gröger, Harald
Format: Article
Language:English
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Summary:We report a novel one-pot chemoenzymatic synthesis of primary amines in water, combining rhodium-catalysed hydroformylation of styrene with a biocatalytic transamination. This process is starting from styrene at 50 mM substrate loading on a 10 mL preparative scale. Combined towards a one-pot process with both steps running concurrently, this chemoenzymatic synthesis involves a 6-DPPon/rhodium-catalysed hydroformylation of styrene at 20 bar of syngas, forming the - and -aldehydes and an enzymatic transamination of the -formed aldehydes to the corresponding primary amines catalysed by the amine transaminase from , yielding the desired primary amines with 99% conversion.
ISSN:1477-0520
1477-0539
1477-0539
DOI:10.1039/d4ob01513d