Dergiler / Turkish Journal of Chemistry / 2007 / Cilt: 31 - Sayı: 2
Chemoenzymatic Synthesis of 2-Bromo-6-Hydroxy-3-Methoxy-2-Cyclohexen-1-one
- Sayfa
- 149–153
- DOI
- —
Özet
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 a'-acetoxy enone affords hydroxy-enone 5 and acetoxy enone 4 with high enantiomeric excesses in good yields.
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 a'-acetoxy enone affords hydroxy-enone 5 and acetoxy enone 4 with high enantiomeric excesses in good yields.