A highly stereoselective, modular route to (E)-vinylsulfones and to (Z)- and (E)-alkenes

Marie-Gabrielle Braun (1) , Béatrice Quiclet-Sire (1) , Samir Z. Zard (1)

1 DCSO - Laboratoire de synthèse organique

A recently discovered radical fragmentation of 2-fluoro-6-pyridinoxy derivatives allows a new highly stereoselective and convergent route to (E)-vinylsulfones from allylic alcohols. Reductive desulfonylation or nickel-catalyzed couplings furnish di- and trisubstituted (E)- and (Z)-alkenes. © 2011 American Chemical Society.

Domaines: Chimie organique

Marie-Gabrielle Braun, Béatrice Quiclet-Sire, Samir Z. Zard. A highly stereoselective, modular route to (E)-vinylsulfones and to (Z)- and (E)-alkenes. Journal of the American Chemical Society, 2011, 133 (40), pp.15954-15957. ⟨10.1021/ja207944c⟩. ⟨hal-00950008⟩