Collect. Czech. Chem. Commun. 1987, 52, 2326-2337
https://doi.org/10.1135/cccc19872326

Biotransformation of 2-(4-methoxybenzyl)-1-cyclohexanone by means of Saccharomyces cerevisiae

Zdeněk Wimmer, Miloš Buděšínský, Tomáš Macek, Aleš Svatoš, David Šaman, Soňa Vašíčková and Miroslav Romaňuk

Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6

Abstract

Biotransformation reduction of 2-(4-methoxybenzyl)-1-cyclohexanone was investigated. A method was elaborated for the preparation of some diastereoisomeric alcohols derived from the racemic title ketone and for the determination of the products obtained. The study resulted in the synthesis of cis-(1S,2S)-(+)-2-(4-methoxybenzyl)-1-cyclohexanol and trans-(1S,2R)-(+)-2-(4-methoxybenzyl)-1-cyclohexanol in optical purity of at least 91.6 ± 1.0% and 97.5 ± 1.0%, respectively.