Ozonolysis of Vinyl Ethers in the Presence of α-Diketones and α-Keto Esters

Article abstract of DOI:10.1021/jo00023a026

Ozonolysis of vinyl ethers in the presence of α-diketones provided two types of products, i.e., a Baeyer-Villiger oxidation product and 3-acyl-1,2,4-trioxolane.The evidence suggests that the latter product is labile and, therefore, the former one might be produced by decomposition of the latter.In contrast, 1,2,4-trioxolane-3-carboxylates were stable.As a result, ozonolysis of vinyl ethers in the presence of α-keto esters yielded the expected ozonides in high yield.