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Org Biomol Chem ; 8(9): 2043-51, 2010 May 07.
Article in English | MEDLINE | ID: mdl-20401380

ABSTRACT

Omega-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.


Subject(s)
Amines/chemistry , Organoselenium Compounds/chemistry , Organoselenium Compounds/chemical synthesis , Selenium/chemistry , Transaminases/metabolism , Alkylation , Catalysis , Esters/chemical synthesis , Esters/chemistry , Kinetics , Ligands , Molecular Structure , Stereoisomerism , Transaminases/chemistry
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