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

Spang J, Bork H, Belov F, von Langermann J, Vorholt AJ, Gröger H (2024)
Organic and Biomolecular Chemistry .

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Autor*in
Spang, Jonas; Bork, HannahUniBi; Belov, Feodor; von Langermann, Jan; Vorholt, Andreas J.; Gröger, HaraldUniBi
Abstract / Bemerkung
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 iso- and n-aldehydes and an enzymatic transamination of the in situ-formed aldehydes to the corresponding primary amines catalysed by the amine transaminase from Chromobacterium violaceum, yielding the desired primary amines with 99% conversion.
Erscheinungsjahr
2024
Zeitschriftentitel
Organic and Biomolecular Chemistry
ISSN
1477-0520
eISSN
1477-0539
Page URI
https://pub.uni-bielefeld.de/record/2999516

Zitieren

Spang J, Bork H, Belov F, von Langermann J, Vorholt AJ, Gröger H. One-pot hydroaminomethylation of an alkene under formation of primary amines by combining hydroformylation at elevated syngas pressure and biocatalytic transamination in water. Organic and Biomolecular Chemistry . 2024.
Spang, J., Bork, H., Belov, F., von Langermann, J., Vorholt, A. J., & Gröger, H. (2024). One-pot hydroaminomethylation of an alkene under formation of primary amines by combining hydroformylation at elevated syngas pressure and biocatalytic transamination in water. Organic and Biomolecular Chemistry . https://doi.org/10.1039/d4ob01513d
Spang, Jonas, Bork, Hannah, Belov, Feodor, von Langermann, Jan, Vorholt, Andreas J., and Gröger, Harald. 2024. “One-pot hydroaminomethylation of an alkene under formation of primary amines by combining hydroformylation at elevated syngas pressure and biocatalytic transamination in water”. Organic and Biomolecular Chemistry .
Spang, J., Bork, H., Belov, F., von Langermann, J., Vorholt, A. J., and Gröger, H. (2024). One-pot hydroaminomethylation of an alkene under formation of primary amines by combining hydroformylation at elevated syngas pressure and biocatalytic transamination in water. Organic and Biomolecular Chemistry .
Spang, J., et al., 2024. One-pot hydroaminomethylation of an alkene under formation of primary amines by combining hydroformylation at elevated syngas pressure and biocatalytic transamination in water. Organic and Biomolecular Chemistry .
J. Spang, et al., “One-pot hydroaminomethylation of an alkene under formation of primary amines by combining hydroformylation at elevated syngas pressure and biocatalytic transamination in water”, Organic and Biomolecular Chemistry , 2024.
Spang, J., Bork, H., Belov, F., von Langermann, J., Vorholt, A.J., Gröger, H.: One-pot hydroaminomethylation of an alkene under formation of primary amines by combining hydroformylation at elevated syngas pressure and biocatalytic transamination in water. Organic and Biomolecular Chemistry . (2024).
Spang, Jonas, Bork, Hannah, Belov, Feodor, von Langermann, Jan, Vorholt, Andreas J., and Gröger, Harald. “One-pot hydroaminomethylation of an alkene under formation of primary amines by combining hydroformylation at elevated syngas pressure and biocatalytic transamination in water”. Organic and Biomolecular Chemistry (2024).

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