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Molecules 2018, 23(7), 1585; https://doi.org/10.3390/molecules23071585

Lipase Catalysed Kinetic Resolution of Racemic 1,2-Diols Containing a Chiral Quaternary Center

Departamento de Química Orgánica, Universidad de Sevilla, c/Profesor García González 1, 41012 Sevilla, Spain
Received: 25 May 2018 / Revised: 26 June 2018 / Accepted: 27 June 2018 / Published: 29 June 2018
(This article belongs to the Special Issue Molecules for Biotechnologies)
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Abstract

Optically active 1,2-diols are valuable buildings blocks in organic synthesis. In the present paper, a set of racemic 1,2-diols with an ester functional group are prepared, starting from α-ketoesters in a three-step procedure with moderate yields. The racemic 1,2-diols, containing a chiral quaternary center in their structure, are subjected to selective acylation in order to perform their kinetic resolution catalysed by a set of commercially available lipases. Under optimized reaction conditions, good conversions and enantioselectivities are achieved by using the lipase PSL-C from Pseudomonas cepacia in tert-butyl methyl ether. This biocatalyst could be reused up to five times without losing its properties. View Full-Text
Keywords: biocatalysis; lipases; kinetic resolution; 1,2-diols biocatalysis; lipases; kinetic resolution; 1,2-diols
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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de Gonzalo, G. Lipase Catalysed Kinetic Resolution of Racemic 1,2-Diols Containing a Chiral Quaternary Center. Molecules 2018, 23, 1585.

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