反応 #489714

反応方程式

(1S,4R)-4-(tert-butyl-dimethyl-silanyloxy)-cyclopent-2-enol

→

title compound ( 32 )

収率 99.1%

(1R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-cyclopentanol

収率 99.1%

溶媒

ethyl acetate

反応条件

後処理

1. 1
   その他The catalyst was removed by filtration
2. 2
   その他the filtrate was evaporated in vacuo

実験手順

A solution of 2.0 g (9.33 mmol) of (1S,4R)-4-(tert-butyl-dimethyl-silanyloxy)-cyclopent-2-enol (Curran, et al. Tetrahedron 1997, 53, 1983-2004) in 10 mL of ethyl acetate was treated with 66 mg of 20% palladium hydroxide on activated carbon and the mixture was stirred overnight under a hydrogen atmosphere (1 atm) at room temperature. The catalyst was removed by filtration, and the filtrate was evaporated in vacuo to give 2.0 g of the title compound (32). Rt=1.72 min (Method C). Detected mass: 217.2 (M+H+).

出典