反応 #580642

反応方程式

allyltrichlorosilane

(3R,4R)-2,5-dimethoxy-2,5-dimethyl-hexane-3,4-diol

1,8-diazabicyclo[5.4.0]undec-7-ene

→

(4R,5R)-2-allyl-2-chloro-4,5-bis-(1-methoxy-1-methyl-ethyl)-[1,3,2]dioxasilolane

収率 44.5%

溶媒

CH2Cl2

CH2Cl2

反応条件

後処理

1. 1
   濃縮The solution was concentrated
2. 2
   workup.ADDITIONthe residue was treated with diethylether (100 mL)
3. 3
   workup.STIRRINGThe mixture was stirred for 1 hour
4. 4
   ろ過The mixture was then filtered
5. 5
   濃縮the filtrate was concentrated
6. 6
   workup.DISTILLATIONThe residue was distilled under reduced pressure

実験手順

Preparation of (4R,5R)-2-allyl-2-chloro-4,5-bis-(1-methoxy-1-methyl-[1,3,2]dioxasilolane: To a cooled (0° C.) solution of allyltrichlorosilane (7.0 mL; 48 mmol) in CH2Cl2 (80 mL) was added 1,8-diazabicyclo[5.4.0]undec-7-ene (15 mL; 102 mmol). A solution of (3R,4R)-2,5-dimethoxy-2,5-dimethyl-hexane-3,4-diol (10.0 g; 48 mmol) in CH2Cl2 (80 mL) was then added and the mixture was allowed to warm to ambient temperature and stirred for 12 hours. The solution was concentrated and the residue was treated with diethylether (100 mL). The mixture was stirred for 1 hour. The mixture was then filtered and the filtrate was concentrated. The residue was distilled under reduced pressure to give 6.6 g (44%) of (4R,5R)-2-allyl-2-chloro-4,5-bis-(1-methoxy-1-methyl-ethyl)-[1,3,2]dioxasilolane as a clear, colorless liquid.

出典