New radical homoallylation reactions

Gilles Ouvry (1) , Samir Z. Zard (1)

1 DCSO - Laboratoire de synthèse organique

Xanthate addition to 3-aryl-4-methanesulfonylbutene and structurally related derivatives triggers a cascade involving aryl migration and elimination of a sulfonyl radical, the result being an overall homoallylation of the initial radical. Other slow migrating groups such as an ester can replace the aryl group.

Gilles Ouvry, Samir Z. Zard. New radical homoallylation reactions. SYNLETT, 2003, 11, pp.1627-1630. ⟨10.1055/s-2003-41011⟩. ⟨hal-00954831⟩