Issue 9, 2020

Production of chiral alcohols from racemic mixtures by integrated heterogeneous chemoenzymatic catalysis in fixed bed continuous operation

Abstract

Valuable chiral alcohols have been obtained from racemic mixtures with an integrated heterogeneous chemoenzymatic catalyst in a two consecutive fixed catalytic bed continuous reactor system. In the first bed the racemic mixture of alcohols is oxidized to the prochiral ketone with a Zr-Beta zeolite and using acetone as the hydrogen acceptor. In the second catalytic bed the prochiral ketone is stereoselectively reduced with an alcohol dehydrogenase (ADH) immobilized on a two dimensional (2D) zeolite. In this process, the alcohol (isopropanol) formed by the reduction of acetone in the first step reduces the cofactor in the second step, and the full reaction cycle is in this way internally closed with 100% atom economy. A conversion of about 95% with ∼100% selectivity to either the (R) or the (S) alcohol has been obtained for a variety of racemic mixtures of alcohols.

Graphical abstract: Production of chiral alcohols from racemic mixtures by integrated heterogeneous chemoenzymatic catalysis in fixed bed continuous operation

Supplementary files

Article information

Article type
Paper
Submitted
02 Dec 2019
Accepted
30 Jan 2020
First published
24 Feb 2020

Green Chem., 2020,22, 2767-2777

Production of chiral alcohols from racemic mixtures by integrated heterogeneous chemoenzymatic catalysis in fixed bed continuous operation

J. M. Carceller, M. Mifsud, M. J. Climent, S. Iborra and A. Corma, Green Chem., 2020, 22, 2767 DOI: 10.1039/C9GC04127C

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