反应详情

26.9 g of (5S)-5-[(trityloxy)methyl]tetrahydro-2-furanone was dissolved in 200 ml THF, 300 ml solution of 1 M vinylmagnesium bromide in THF was added thereto at room temperature, and it was stirred for 1.5 hr under heating and reflux. After the reaction was completed, saturated aqueous ammonium chloride was added thereto under ice-cooling, extracted with ethyl acetate, and then washed twice with brine. The solvent was removed and the resulting residue was purified by silica gel column chromatography to give 13.0 g of (2S)-1-(trityloxy)-5-vinyl-6-heptene-2,5-diol.

1. temperatureunder heating
2. temperaturereflux
3. temperatureunder ice-cooling
4. extractionextracted with ethyl acetate
5. washwashed twice with brine
6. customThe solvent was removed
7. customthe resulting residue was purified by silica gel column chromatography