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Synthesis 2005(5): 749-752
DOI: 10.1055/s-2005-861819
DOI: 10.1055/s-2005-861819
PAPER
© Georg Thieme Verlag Stuttgart · New York
Lipase AK-Mediated Synthesis of Both Antipodes of 2-Phenyl- and 2-(1-Naphthyl)cyclohexanols in Enantiomerically Pure Form
Further Information
Received
18 October 2004
Publication Date:
09 February 2005 (online)
Publication History
Publication Date:
09 February 2005 (online)
![](https://www.thieme-connect.de/media/synthesis/200505/lookinside/thumbnails/10.1055-s-2005-861819-1.jpg)
Abstract
Both (R,S)- and (S,R)-enantiomers of 2-phenylcyclohexanol and 2-(1-naphthyl)cyclohexanol were prepared in enantiomerically pure form and in excellent chemical yields by lipase AK (Pseudomonas fluorescens)-catalyzed kinetic acetylation of racemic alcohols with vinyl acetate in t-butyl methyl ether at 35 °C. The enantioselectivity of this biocatalytic transformation was found to be independent of reaction time.
Key words
lipase AK - kinetic acetylation - pure enantiomers - 2-phenylcyclohexanol - 2-(1-naphthyl)cyclohexanol
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