The first step of this reaction leads to a tetrahedral intermediate upon the addition of a peracid like MCPBA whereas the second step is a concerted migration that causes the bond between two oxygens to break, a mechanism, which, as in ozonolysis, was elucidated by and named for Criegee.
This reaction can produce a precursor of a compound named for Prelog and Djerassi when the product is treated with a Lewis acid in an aprotic solvent via a rearrangement. One synthetic transformation of this reaction can introduce a bridgehead hydroxyl group after the use of an acetyl functionality to synthesize gibberellic acid in an aldol condensation. The first step of this reaction leads to a tetrahedral intermediate upon the addition of a peracid like MCPBA whereas the second step is a concerted migration that causes the bond between two oxygens to break, a mechanism, which, as in ozonolysis, was elucidated by and named for Criegee. For 10 points, name this reaction discovered by two namesakes in 1899 that describes the oxidation of ketones into lactones or esters.
This reaction can produce a precursor of a compound named for Prelog and Djerassi when the product is treated with a Lewis acid in an aprotic solvent via a rearrangement.
Baeyer-Villiger oxidation