➠The transformation of ketones into esters and cyclic ketones into lactones or hydroxy esters by the peroxy acids is known as Baeyer Villiger Oxidation.
➠Special features:-
➥It tolerates the presence of many functional groups in a molecule. For example, in alpha-beta unsaturated ketones, the oxidation with peroxy acids generally occurs at carbonyl carbon.
➥The regioselectivity depends on the migratory aptitude of different alkyl groups.
➥For unsymmetrical ketones, the approximate order of migratory aptitude is:-
➠Special features:-
➥It tolerates the presence of many functional groups in a molecule. For example, in alpha-beta unsaturated ketones, the oxidation with peroxy acids generally occurs at carbonyl carbon.
➥The regioselectivity depends on the migratory aptitude of different alkyl groups.
➥For unsymmetrical ketones, the approximate order of migratory aptitude is:-
t-Bu > i-Pr > Ar > Et > Me
➠E.g./Mechanism:-
➠If the migrating group has an asymmetric center, then it will retain its chirality during the reaction.
➠Some important examples of Baeyer Villiger oxidation are given below:-
➠Question:- Predict the products A and B in the following reaction?
➠Solution:-
End
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