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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, László Poppe

Org Lett. 2018 Dec 21;20(24):8052-8056.

PMID: 30543299

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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
LS761201 3-Aminopropyl functionalized silica 3-Aminopropyl functionalized silica Price
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