Is there a difference between bv rearrangement and bv oxidation reactions?
Answers
Answer:
The transformation of ketones into esters and cyclic ketones into lactones or hydroxy acids by peroxy acids is referred to as the Baeyer-Villiger (BV) oxidation/rearrangement. The mechanism of the BV oxidation/rearrangement involves a two-step process. The peroxy acid initially adds as nucleophile at the polarized carbonyl carbon to form an intermediate species 3 known as the Criegee adduct. Then, one of the alkyl groups RM migrates onto the peroxygen with the concomitant release of the carboxylate anion. Its high regioselectivity, functional group tolerance, numerous oxidant options, and mild reaction conditions make the BV oxidation/rearrangement an attractive synthetic method. The synthesis applications include oxidation of linear ketones to esters, oxidation of aldehydes to esters, oxidation of cyclic ketones to lactones, asymmetric BV oxidation/rearrangement, and oxidation of α-diketones to anhydrides. From the perspective of green synthesis, however, there is still room for improvement in the application of the BV oxidation/rearrangement.
Explanation:
Answer:
ExplanThe transformation of ketones into esters and cyclic ketones into lactones or hydroxy acids by peroxy acids is referred to as the Baeyer-Villiger (BV) oxidation/rearrangement. The mechanism of the BV oxidation/rearrangement involves a two-step process. The peroxy acid initially adds as nucleophile at the polarized carbonyl carbon to form an intermediate species 3 known as the Criegee adduct. Then, one of the alkyl groups RM migrates onto the peroxygen with the concomitant release of the carboxylate anion. Its high regioselectivity, functional group tolerance, numerous oxidant options, and mild reaction conditions make the BV oxidation/rearrangement an attractive synthetic method. The synthesis applications include oxidation of linear ketones to esters, oxidation of aldehydes to esters, oxidation of cyclic ketones to lactones, asymmetric BV oxidation/rearrangement, and oxidation of α-diketones to anhydrides. From the perspective of green synthesis, however, there is still room for improvement in the application of the BV oxidation/rearrangement.
Explanationation: