Chemoenzymatic Synthesis of 2-Bromo-6-Hydroxy-3-Methoxy-2-Cyclohexen-1-one

Authors: EMİNE ÖZGÜL KARAASLAN, YASEMİN TOKA

Abstract: A chemoenzymatic synthesis of 2-bromo-6-hydroxy-3-methoxy-2- cyclohexen-1-one starting from cyclohexane-1,3-dione is reported. Manganese(III) acetate-mediated acetoxylation followed by the enzyme-mediated hydrolysis of \alpha'-acetoxy enone affords hydroxy-enone 5 and acetoxy enone 4 with high enantiomeric excesses in good yields.

Keywords: Chemoenzymatic synthesis, cyclic polyoxo cyclohexenones, manganese(III) acetate, acetoxylation

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