8-75
Ozonolysis can be applied selectively to different types of carbon-carbon double bonds. The compound shown below
contains two vinyl ether double bonds, which are electron-rich because of the electron-donating alkoxy groups. Ozone
reacts more quickly with electron-rich double bonds and more slowly with hindered double bonds. At -78 $^\circ$C, this com-
pound quickly adds two equivalents of ozone. Immediate reduction of the ozonide gives a good yield of a single product.
Show the expected ozonolyis product, and label the functional groups produced, some of which are not typical from
ozonolysis of simple alkenes.
$H_2CO$
$OCH_3$
1) excess $O_3$
-78 $^\circ$C
2) $(CH_3)_2S$