Reaktion #580642

Reaktionsgleichung

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

Ausbeute 44.5%

Lösungsmittel

CH2Cl2

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe 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
   FiltrationThe mixture was then filtered
5. 5
   Einengenthe filtrate was concentrated
6. 6
   workup.DISTILLATIONThe residue was distilled under reduced pressure

Vorschrift

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.

Quelle