Revision Notes On Baeyer Villiger Oxidation
BAEYER VILLIGER OXIDATION
Baeyer Villiger oxidation can also be termed as Baeyer Villiger Rearrangement or Baeyer-Villiger reaction.
It is an oxidative cleavage of the C − C bond adjacent to the carbonyl. This reaction involves the conversion of a ketone to an ester by the insertion of an oxygen atom next to the carbonyl.
It may also lead to the formation of lactone from a cyclic ketone using peroxides or peroxy acids as the oxidant.
The reaction involves the initial addition of peroxide to the carbonyl carbon. The resulting addition product (adduct) undergoes rearrangement to form an ester; due to which it is known as Baeyer Villiger Rearrangement.
Reagent Used: This reaction is carried out in presence of mCPBA, or hydrogen peroxide and lewis acid, or TFAA/ TFA
Reaction Mechanism-
Note:
- It shows retention in configuration).
- The regiospecificity of the reaction depends on the relative migratory ability of the substituents attached to the carbonyl.
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