Influence of Homoallylic Fluorine Atoms on the Regioselectivity of the Wacker Reaction

Title: Influence of Homoallylic Fluorine Atoms on the Regioselectivity of the Wacker Reaction

Volume: 2 Issue: 2

Author(s): J. Guidotti, M. Tordeux, J.- C. Blazejewski and C. Wakselman

Affiliation:

Keywords: wacker reaction, palladium, fluorine, regioselectivity

Abstract: Wacker oxidation reaction of terminal olefins bearing one or two fluorine atoms at a homoallylic position led to a ratio aldehyde/methyl ketone much higher than that observed with their non-fluorinated analogues. This regioselectivity can be ascribed to a specific interaction between fluorine atoms and palladium, or to a peculiar influence of the halogens on the double bond.

Cite this article as:

Guidotti J., Tordeux M., Blazejewski C. J.- and Wakselman C., Influence of Homoallylic Fluorine Atoms on the Regioselectivity of the Wacker Reaction, Letters in Organic Chemistry 2005; 2 (2) . https://dx.doi.org/10.2174/1570178053203008