反应详情

温度

80 °C

To a stirring solution of (±)-2-diethoxyphosphinoyl-5-(p-toluenesulfonyloxymethyl)-tetrahydrofuran (example 60) (12.0 g, 30.61 mmol) in dry DMF (60 mL) was added anhydrous lithium bromide (13.3 g, 153.05 mmol). The solution was then stirred at 80° C. for 4 h. The mixture was cooled and concentrated to dryness under reduced pressure. The residue was then dissolved in methylene chloride and the solution was washed with water (2×50 mL), brine (50 mL), dried (MgSO4) and concentrated. The cis-trans mixture was separated by flash chromatography eluting with 10→20% acetone in hexanes.

1. temperatureThe mixture was cooled
2. concentrationconcentrated to dryness under reduced pressure
3. dissolutionThe residue was then dissolved in methylene chloride
4. washthe solution was washed with water (2×50 mL), brine (50 mL)
5. dry with materialdried (MgSO4)
6. concentrationconcentrated
7. customThe cis-trans mixture was separated by flash chromatography
8. washeluting with 10→20% acetone in hexanes