Ammonium formate as a green hydrogen source for clean semi-continuous enzymatic dynamic kinetic resolution of (+/-)-α-methylbenzylamine

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RSC Adv., 2014, 4, 13620

Amanda S. de Miranda, Rodrigo O. M. A. de Souza and Leandro S. M. Miranda

Federal University of Rio de Janeiro, Biocatalysis and Organic Synthesis lab, Chemistry Institute, Av Athos da Silveira Ramos, Rio de Janeiro, Brazil

This paper describes a new, semi-continuous method for the dynamic resolution of (+/-)-?-methylbenzylamine utilizing Pd/BaSO4 as racemisation catalyst and ammonium formate as a green reducing agent whilst utilizing Novozyme 235 in an immobilized form for the kinetic resolution.

The separation of the chemical and the bio-catalyzed steps under flow conditions have enabled incompatible conditions for each step to be utilized to generate excellent enantiomeric excess.

Ammonium formate as a green hydrogen source for clean semi-continuous enzymatic dynamic kinetic resolution of (+/-)-α-methylbenzylamine

Abstract: The chemoenzymatic dynamic kinetic resolution of (+/?)-?-methylbenzylamine under continuous flow conditions in the presence of Pd/BaSO4 as racemization catalyst and ammonium formate as reductant is described. Under the conditions, good conversions and excellent enantiomeric excess are reported.

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