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

Authors :
Farkas E
Oláh M
Földi A
Kóti J
Éles J
Nagy J
Gal CA
Paizs C
Hornyánszky G
Poppe L
Source :
Organic letters [Org Lett] 2018 Dec 21; Vol. 20 (24), pp. 8052-8056. Date of Electronic Publication: 2018 Dec 13.
Publication Year :
2018

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.

Details

Language :
English
ISSN :
1523-7052
Volume :
20
Issue :
24
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
30543299
Full Text :
https://doi.org/10.1021/acs.orglett.8b03676