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Issue 9, 2010
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ω-Transaminases as efficient biocatalysts to obtain novel chiral selenium-amine ligands for Pd-catalysis

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Abstract

ω-Transaminases have been evaluated as biocatalysts in the reductive amination of organoselenium acetophenones to the corresponding amines, and in the kinetic resolution of racemic organoselenium amines. Kinetic resolution proved to be more efficient than the asymmetric reductive amination. By using these methodologies we were able to obtain both amine enantiomers in high enantiomeric excess (up to 99%). Derivatives of the obtained optically pure o-selenium 1-phenylethyl amine were evaluated as ligands in the palladium-catalyzed asymmetric alkylation, giving the alkylated product in up to 99% ee.

Graphical abstract: ω-Transaminases as efficient biocatalysts to obtain novel chiral selenium-amine ligands for Pd-catalysis

  • This article is part of the themed collection: Biocatalysis
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Publication details

The article was received on 06 Oct 2009, accepted on 01 Feb 2010 and first published on 03 Mar 2010


Article type: Paper
DOI: 10.1039/B920946H
Citation: Org. Biomol. Chem., 2010,8, 2043-2051
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    ω-Transaminases as efficient biocatalysts to obtain novel chiral selenium-amine ligands for Pd-catalysis

    L. H. Andrade, A. V. Silva, P. Milani, D. Koszelewski and W. Kroutil, Org. Biomol. Chem., 2010, 8, 2043
    DOI: 10.1039/B920946H

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