Chemoenzymatic Dynamic Kinetic Resolution of Amines in Fully Continuous-Flow Mode

Emese Farkas, Márk Oláh, Attila Földi, János Kóti, János Éles, József Nagy, Cristian Andrei Gal, Csaba Paizs, Gábor Hornyánszky, L. Poppe

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6 Citations (Scopus)

Abstract

In this study, lipase-mediated dynamic kinetic resolution (DKR) of various benzylic amines (1a-g) is presented which is realized in a so far unprecedented fully continuous-flow system. The DKR process applying sol-gel immobilized lipase B from Candida antarctica as biocatalyst, palladium on 3-aminopropyl-functionalized silica as racemization catalyst, isopropyl 2-ethoxyacetate as acylating agent, ammonium formate as hydrogen and nitrogen sources, and 2-methyl-2-butanol as solvent under regulated pressure provided the desired products in moderate to good yields with excellent enantiomeric excesses.

Original languageEnglish
Pages (from-to)8052-8056
Number of pages5
JournalOrganic Letters
Volume20
Issue number24
DOIs
Publication statusPublished - Dec 21 2018

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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    Farkas, E., Oláh, M., Földi, A., Kóti, J., Éles, J., Nagy, J., Gal, C. A., Paizs, C., Hornyánszky, G., & Poppe, L. (2018). Chemoenzymatic Dynamic Kinetic Resolution of Amines in Fully Continuous-Flow Mode. Organic Letters, 20(24), 8052-8056. https://doi.org/10.1021/acs.orglett.8b03676