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Enzyme mediated resolution of alcohols

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Summary

The racemic cis and trans isomers 1a and 1b of 2-(4-methoxybenzyl)-1-cyclohexanol were subjects of an enzyme mediated resolution via esterification in organic solvents, in which the chiral esters 2a and 2b of the corresponding alcohols 4a and 4b, and the chiral alcohols 3a and 3b were obtained. The chemical yield and enantioselectivity of this enzymatic reaction have been found to depend mainly on (a) the structure of the substrate (cis or trans), (b) temperature, (c) the nature of the enzyme selected, and (d) the nature of the solvent.

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Authors and Affiliations

  1. Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo náměstí 2, 6, Prague, Czech Republic

    Marie Zarevúcka, Martin Rejzek, Milan Pavlík, Zdeněk Wimmer & Jan Zima

  2. Laboratory of Enzymatic Technology, University of Technology, P.O.B. 649, F-60206, Compiegne, France

    Marie-Dominique Legoy

Authors
  1. Marie Zarevúcka
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  2. Martin Rejzek
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  3. Milan Pavlík
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  4. Zdeněk Wimmer
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  5. Jan Zima
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  6. Marie-Dominique Legoy
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Zarevúcka, M., Rejzek, M., Pavlík, M. et al. Enzyme mediated resolution of alcohols. Biotechnol Lett 16, 807–812 (1994). https://doi.org/10.1007/BF00133958

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  • DOI: https://doi.org/10.1007/BF00133958

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