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Stereoselective enzymatic reduction of 1,4-diaryl-1,4-diones to the corresponding diols employing alcohol dehydrogenases

 

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Opened Access Stereoselective enzymatic reduction of 1,4-diaryl-1,4-diones to the corresponding diols employing alcohol dehydrogenases
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Author: Mourelle Insua, Ángela
Gonzalo Calvo, Gonzalo de
Lavandera, Iván
Gotor Fernández, Vicente
Department: Universidad de Sevilla. Departamento de Química orgánica
Date: 2018
Published in: Catalysts, 8 (4), 150.
Document type: Article
Abstract: Due to the steric hindrance of the starting prochiral ketones, the preparation of chiral 1,4-diaryl-1,4-diols through the asymmetric hydrogen transfer reaction has been mainly restricted to the use of metal-based catalysts, oxazaborolidines, or organocatalysts. Herein, we demonstrated the versatility of oxidoreductases, finding overexpressed alcohol dehydrogenase from Ralstonia sp. (E. coli/RasADH) as the most active and stereoselective biocatalyst. Thus, the preparation of a set of 1,4-diaryl-1,4-diols bearing different pattern substitutions in the aromatic ring was achieved with complete diastereo- and enantioselectivity under mild reaction conditions.
Cite: Mourelle Insua, Á., Gonzalo Calvo, G.d., Lavandera, I. y Gotor Fernández, V. (2018). Stereoselective enzymatic reduction of 1,4-diaryl-1,4-diones to the corresponding diols employing alcohol dehydrogenases. Catalysts, 8 (4), 150.
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URI: https://hdl.handle.net/11441/74936

DOI: 10.3390/catal8040150

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