title: Strategies for the chemoenzymatic preparation of optically active 1-alkyn-3-ols.
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.
authors.affiliation: Institute of Organic Chemistry, Graz University of Technology, Austria.
authors.forename: B I
authors.initials: BI
authors.lastname: Glänzer
authors.forename: K
authors.initials: K
authors.lastname: Königsberger
authors.forename: B
authors.initials: B
authors.lastname: Berger
authors.forename: K
authors.initials: K
authors.lastname: Faber
authors.forename: H
authors.initials: H
authors.lastname: Griengl
mesh_terms: D000438:Alcohols / Q000138:chemical synthesis*; D000480:Alkynes / Q000138:chemical synthesis*; D001412:Bacillus subtilis; D001951:Brevibacterium; D055598:Chemical Phenomena; D002621:Chemistry; D004798:Enzymes; D008049:Lipase; D009904:Optical Rotation; D012233:Rhizopus; D012441:Saccharomyces cerevisiae
chemical_list: D000438:Alcohols; D000480:Alkynes; D004798:Enzymes; D008049:Lipase