Buchler Glossary

Wolff Rearrangement

The Wolff Rearrangement allows the generation of ketenes from α-diazoketones. During this reaction an α-diazocarbonyl compound is converted into a ketene by loss of dinitrogen with accompanying 1,2-rearrangement.

Wolff Rearrangement examples catalyzed by cinchona alkaloid derivatives can be found in our free of charge Chiral Catalyst Search.

Example from Literature

Evolution of a Strategy for the Enantioselective Total Synthesis of (+)-Psiguadial B. (Chapman et al.; J. Org. Chem. 2018, 83, 11, 6066-6085.)

Wolff rearrangement

Further Articles:


1,2-Addition is a type of organic chemical reaction that involves the addition of functional groups to the 1st and 2nd...