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Letters in Organic Chemistry
ISSN (Print): 1570-1786
ISSN (Online): 1875-6255
Epub Full Text Article
DOI: 10.2174/15701786113109990051      Price:  $95

Lipases Aided Esterification of (2,2-Dimethyl-1,3-dioxolan-4-yl)methanol

Author(s): Aurelia Zniszczol and Krzysztof Z. Walczak
Racemic solketal (2,2-Dimethyl-1,3-dioxolan-4-yl)methanol 1, was treated with carboxylic acids of varying chain length or their vinyl esters in the presence of different lipases. The esterification reaction was carried out in n-hexane or diisopropyl ether as a solvent. The yield of the solketal esters and their enantiopurity were satisfactory, as indicated by gas chromatography using chiral column. Lipases from Rhizopus oryzae and Pseudomonas fluorescence gave the best enantiomeric excess (ee) when the solketal was treated with vinyl butyrate in a solution of diisopropyl ether at room temperature.
Esterification, solketal, lipases, enantiopurity, biocatalysis.
Department of Organic Chemistry, Bioorganic Chemistry and Biotechnology, Silesian, University of Technology, Krzywoustego 4, 44-100 Gliwice, Poland.