反应详情

To an aqueous solution (19 mL) of borax (0.1 g, 0.26 mmol), 1,2-epoxycyclopentene (0.8 mL, 9.3 mmol) and compound (9) (1.60 g, 7.5 mmol) were sequentially added. The mixture was stirred at room temperature for 39 hours and dichloromethane (50 mL) was added thereto. The organic layer was washed with water and dried (over sodium sulfate). The solvent was distilled off, and the residue was subjected to silica gel column chromatography and elution with an n-hexane/ethyl acetate (8:1) solution followed by conventional hydrolysis to give 1.79 g (84%) of compound (16) of interest as yellow oil.

1. washThe organic layer was washed with water
2. dry with materialdried (over sodium sulfate)
3. distillationThe solvent was distilled off
4. washthe residue was subjected to silica gel column chromatography and elution with an n-hexane/ethyl acetate (8:1) solution
5. customfollowed by conventional hydrolysis