反应详情

To a solution of (E)-3-(2-acetoxyethylidene)-1-(t-butoxycarbonyl)-4-(t-butyldimethylsilyloxy)piperidine (9.9 g) in dichloromethane (100 ml) was introduced gaseous ozone at −78° C. for 2 hours. After the excess ozone was removed by bubbling nitrogen gas for 1 hour, triphenylphosphine (13 g) was added at the same temperature. The resulting mixture was stirred at room temperature for one hour, and concentrated in vacuo. The residue was purified by chromatography on silica gel using a mixture of hexane, ethyl acetate and dichloromethane (5:1:1 to 1:1:1) as the eluent to afford the title compound as a light yellow oil (4.6 g, yield: 56%).

1. customAfter the excess ozone was removed
2. customby bubbling nitrogen gas for 1 hour
3. additiontriphenylphosphine (13 g) was added at the same temperature
4. concentrationconcentrated in vacuo
5. customThe residue was purified by chromatography on silica gel using
6. additiona mixture of hexane, ethyl acetate and dichloromethane (5:1:1 to 1:1:1) as the eluent