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Synthesis 1997; 1997(2): 156-158
DOI: 10.1055/s-1997-1153
short paper
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Chemoenzymatic Synthesis of (S)-(-)-Frontalin Using Bacterial Epoxide Hydrolases

Wolfgang Kroutil, Ingrid Osprian, Martin Mischitz, Kurt Faber*
  • *Institute of Organic Chemistry, Graz University of Technology, Stremayrgasse 16, A-8010 Graz, Austria
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Publikationsdatum:
31. Dezember 2000 (online)

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The pheromone (S)-(-)-frontalin (1) was synthesized in five steps in 94% ee via a chemoenzymatic route. In the key step, 2-methyl-2-(pent-4-enyl)oxirane [(±)-7a] was resolved employing lyophilized cells of Rhodococcus equi IFO 3730 (E=39).

epoxide hydrolase - Rhodococcus equi - biocatalysis