反应详情

温度

-78 °C

The cis-isomer of 4-allyl-1-(1-benzyloxycarbonyl-1-triphenylphosphoranylidenemethyl)-3-(2-hydroxy-2-propyl)azetidin-2-one (10) (0.188 g) was dissolved in ethyl acetate (14 ml). An excess of trifluoroacetic acid (0.37 g) was added and the mixture cooled to -78° C. Ozone was passed into the reaction mixture until it was pale blue in colour. Argon was then bubbled through the solution until all the excess ozone had been removed. A solution of triphenylphosphine (0.085 g) in ethyl acetate was added and argon bubbled through the mixture for a further ten minutes. The reaction flask was then transferred to an ice bath and a saturated aqueous solution of sodium bicarbonate (20 ml) was added and the mixture stirred vigourously under argon for thirty minutes. The ethyl acetate layer was separated, washed with brine and dried.

1. customArgon was then bubbled through the solution until all the excess ozone
2. customhad been removed
3. additionA solution of triphenylphosphine (0.085 g) in ethyl acetate was added
4. customargon bubbled through the mixture for a further ten minutes
5. customThe reaction flask was then transferred to an ice bath
6. additiona saturated aqueous solution of sodium bicarbonate (20 ml) was added
7. customThe ethyl acetate layer was separated
8. washwashed with brine
9. customdried