Baeyer-Villiger monooxygenation

During the degradation of 2-chloroacetophenone by a strain of Alcaligenes sp., one atom of 02 was incorporated into 2-chlorophenol formed from the 2-chlorophenyl acetate that was initially formed by Baeyer-Villiger monooxygenation (Higson and Focht 1990). 

There has been interest in Baeyer-Villiger monooxygenation of higher cycloalkanones and important issues have emerged ... 

FIGURE 8.35 Degradation of (a) mandelate, (b) 4-hydroxyacetophenone by side-chain oxidation pathways, (c) acetophenone by Baeyer-Villiger monooxygenation. 

A further example of enzymatic Baeyer Villiger monooxygenation is the insertion of oxygen by 2-tridecanone oxygenase from Pseudomonas cepacia into aliphatic methyl ketones, yielding the corresponding alkyl acetates 395. 

Hydroxylation and Baeyer-Villiger reactions carried out by monooxygenation are important in the degradation of a range of terpenoids and steroids. The aerobic degradation of limonene can take place by a number of reactions several of which involve hydroxylation at allylic positions... 

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