Reacting one of these molecules with an enolsilane produces a zwitterionic intermediate that rearranges to a protected alpha-hydroxy ketone; this is the Rubottom oxidation.
Hawthorne and Emmons determined that the rate-determining step of the most notable reaction involving these molecules is the acid-catalyzed decomposition of their adduct with a ketone. Reacting one of these molecules with an enolsilane produces a zwitterionic intermediate that rearranges to a protected alpha-hydroxy ketone; this is the Rubottom oxidation. One of these molecules is employed to prepare an N-oxide for a pericyclic reaction that produces a Hofmann alkene and a hydroxylamine. That example of one of these molecules is reacted with ketones to produce esters and with alkenes to stereoselectively produce epoxides through a "butterfly mechanism." These molecules are produced by reacting an acyl halide with sodium percarbonate or a carboxylic acid with hydrogen peroxide. For 10 points, name these oxidizing agents exemplified by mCPBA and used in the Prilezhaev reaction and Baeyer-Villiger oxidation, which have an extra oxygen atom between their carbonyl and hydroxyl groups.
Hawthorne and Emmons determined that the rate-determining step of the most notable reaction involving these molecules is the acid-catalyzed decomposition of their adduct with a ketone.
peroxyacids [accept peracids; accept specific peroxyacids, especially mCPBA or meta-Chloroperoxybenzoic acid (before mentioned); prompt on acids but don't accept carboxylic acids; prompt on peroxides; prompt on nonspecific answers like oxidizing agents]