Inducibility of an Enone Reductase System in the Fungus Beauveria sulfurescens: Application in Enantioselective Organic Synthesis

Article abstract of DOI:10.1021/jo00231a013

Microbiological reduction of α,β-unsaturated carbonyl compounds is studied.Inducibility of the enone reductase system of Beauveria sulfurescens is reported.The best inducer is shown to be cyclohex-2-en-1-one.An appropriate procedure using induced resting mycelium is developed to reduce substituted cyclohexenones that are shown to be unable to induce the reducing enzyme.Optically pure trans-(2R,6R)-(-)-2,6-dimethylcyclohexan-1-one and trans-(2R,6R)-(-)-2,6-dimethylcyclohexan-1-ol are obtained from (+/-)-2,6-dimethylcyclohex-2-en-1-one along with optically pure (6S)-(-)-2,6-dimethylcyclohex-2-en-1-one.