N-methyl oximes will react to form a typical intermediate in this reaction, and that reaction named for Griesbaum has been used to synthesize one class of antimalarial drugs.
Yields from this reaction can be improved using pyridine as a catalyst, and the pyridine-based mechanism bypasses the traditional second cyclic intermediate and avoids use of a work-up step. An alcohol and sodium bicarbonate or para-toluenesulfonic acid can be used in this reaction to produce terminally differentiated products, as discovered by Schreiber. N-methyl oximes will react to form a typical intermediate in this reaction, and that reaction named for Griesbaum has been used to synthesize one class of antimalarial drugs. Typical reactions of this type involve a (*) 1,3-dipolar cycloaddition reaction, the decomposition of that intermediate into a carbonyl compound and a zwitterionic carbonyl oxide, and recombination of those two species to form a 1,2,4-trioxolanes. That mechanism involving two 5-membered ring intermediates was proposed by Criegee. For 10 points, name this type of reaction in which double bonds are cleaved to form carbonyl groups after reacting with the namesake molecule.
Yields from this reaction can be improved using pyridine as a catalyst, and the pyridine-based mechanism bypasses the traditional second cyclic intermediate and avoids use of a work-up step.
ozonolysis