Mechanism Bayer-Villiger oxidation

To effectively suppress the decomposition of ketone catalyst via Bayer-Villiger oxidation (see the mechanism scheme), Shi replaced the fused ketal... 

Oxidation of diphenyl or di-tert. butyl cyclopropenone with wi-chloro peroxy-benzoic acid207 proceeds via intermediates corresponding to a Bayer-Villiger-type mechanism 277/278) to unrearranged products (1,2-diketones) or rearranged products (ketones) depending on the reaction conditions. 

Other mechanisms of ketone oxidation are also known and will be discussed in Chapter 8. Peracid, which is formed from aldehyde, oxidizes ketones with lactone formation (Bayer-Villiger reaction). 

Once formed, alcohols esterify to some extent with the acids generated in an oxidation reaction. Except for lactones, esters do not appear to be generated directly in oxidation mechanisms [10, 37, 38]. The Bayer-Villiger reaction of intermediate peracids and ketones is sometimes proposed as a source of esters [39] but it appears to be too slow to be a significant source except in the case of cycloparaffins [10, 40]. The ester group and its immediate neighboring groups appear to be remarkably resistant to oxidation. 

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