反应详情

To a solution (300 mL) of acetonitrile containing 6-methoxy-2,2-dimethyl-7-nitro-2H-1-benzopyran (10.0 g, 42.5 mmol), N-methyl imidazole (0.678 mL, 8.50 mmol), Ph,Ph salen manganese complex (XX) (880 mg, 0.850 mmol) and iodosobenzene (18.7 mg, 85.0 mmol) were added at room temperature and the mixture was stirred for 2 hours. Upon the completion of the reaction, aqueous sodium thiosulfate solution was added to the reaction solution, the resulting solution was filtered through celite. The resulting filtrate extracted with ethyl acetate. The organic phase was washed with water and sodium chloride solution, and then dried over anhydrous magnesium sulfate. After distilling off the solvent, the residue was purified by column chromatography (hexane/ethyl acetate=4/1) and the aimed product was obtained as yellow crystal (yield: 75%, optical purity: 99.7% ee).

1. additionwere added at room temperature
2. additionwas added to the reaction solution
3. filtrationthe resulting solution was filtered through celite
4. extractionThe resulting filtrate extracted with ethyl acetate
5. washThe organic phase was washed with water and sodium chloride solution
6. dry with materialdried over anhydrous magnesium sulfate
7. distillationAfter distilling off the solvent
8. customthe residue was purified by column chromatography (hexane/ethyl acetate=4/1)