反应 #44482

反应方程式

N2

DMS

solution

3-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-pent-4-enoic acid methyl ester

methanol

→

title compound

3-(tert-butyl-dimethyl-silanoxymethyl)-2,2-dimethyl-4-oxo-butyric acid methyl ester

溶剂

dichloromethane

反应条件

后处理

1. 1
   其他O3 was bubbled for twenty-five minutes
2. 2
   workup.ADDITIONwas added
3. 3
   其他The solvent was evaporated in vacuo
4. 4
   其他the product purified by flash column chromatography (hexanes:ethyl acetate) 100:0 to 50:50)

实验过程

A solution of Example 2C (3.5 g, 12.2 mmol)in dichloromethane (25 mL) and methanol (2.5 mL) was cooled to −78° C. and O3 was bubbled for twenty-five minutes. The reaction was purged with N2 and DMS (5.29 g, 85.4 mmol) was added. The reaction was stirred at room temperature for three hours. The solvent was evaporated in vacuo and the product purified by flash column chromatography (hexanes:ethyl acetate) 100:0 to 50:50) to provide the title compound as an oil.

来源