Organic Chemistry Portal



Direct Reaction of Dibromoacetic Acid with Aldehydes Promoted by Samarium Diiodide: An Easy, Efficient, and Rapid Synthesis of (E)-α,β-Unsaturated Carboxylic Acids with Total Stereoselectivity

José M. Concellón* and Carmen Concellón

*Departamento de Química Orgánica e Inorgánica, Facultad de Química, Universidad de Oviedo, Julián Clavería, 8, 33071 Oviedo, Spain, Email:

J. M. Concellon, C. Concellon, J. Org. Chem., 2006, 71, 1728-1731.

DOI: 10.1021/jo052236x


The stereoselective reaction of different aldehydes and dibromoacetic acid promoted by SmI2 gives (E)-α,β-unsaturated carboxylic acids. The mechanism is discussed.

see article for more examples

Key Words

Samarium Diiodide, Unsaturated Carboxylic Acids

ID: J42-Y2006-450