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Strategies for the chemoenzymatic preparation of optically active 1-alkyn-3-ols
B I Glänzer1, K Königsberger, B Berger
1Institute of Organic Chemistry, Graz University of Technology, Austria.
Chemistry and Physics of Lipids
|April 1, 1990
Abstract:
A series of (R)- and (S)-1-alkyn-3-ols, chiral building units for the synthesis of leukotrienes and pheromones, were prepared via enantioselective hydrolysis of their racemic esters. While the majority of biocatalysts employed (lipases, fermenting or freeze-dried microorganisms) failed in discriminating between enantiomers, lyophilized cells of baker's yeast (Saccharomyces cerevisiae Hansen) gave (S)-1-alkyn-3-ols and their corresponding (R)-esters with greater than 90% e.e.