|
These are oxidation reactions which also involve the cleavage
of carbon-carbon bonds, with the oxidation occurring at both
ends. Some will involve complete separation of 2 oxidised fragments
and others will leave them connected together.
Cleavage of Single Bonds
i. 1,2-diols with Lead Tetra-acetate |
 |
This reaction can also be carried out with NaIO4
instead of Pb(OAc)4.
ii. Ketones - the Baeyer Villiger Reaction |
 |
NB. The most substituted carbon will migrate in the third step
(here tertiary is more substituted than phenyl).
Cleavage of Double Bonds
i. Ozonolysis: (see the relevant electrophilic
addition page)
Most of this reaction is covered in the aforementioned electrophilic
addition page, but not the usual conclusion. From the secondary
ozonide (labelled below), a reducing agent is usually used to
isolate ketones as the products - for example, with SMe2;
|
 |
|
|
