Dimethylzinc-Promoted Vinylation of Nitrones with Pinacol Vinylboronates: a New Access to Allylic N-Hydroxyl Amines.

Shashi U. Pandya (1) , Sandra Pinet (1) , Pierre Yves Chavant (1) , Yannick Vallée (1)

1 LEDSS - Laboratoire d'études dynamiques et structurales de la sélectivité

Activation of the vinylboronic esters of pinacol (alkenyl-4,4,5,5-tetramethyl-[1,3,2]-dioxaborolanes) with dimethylzinc, allows the nucleophilic addition of the vinyl group onto nitrones, producing allylic N-hydroxy-amines in excellent yields.

Mots clés: Nucleophilic addition; Alkenylation; Transmetallation; Boron; Zinc

Domaines: Chimie organique

Shashi U. Pandya, Sandra Pinet, Pierre Yves Chavant, Yannick Vallée. Dimethylzinc-Promoted Vinylation of Nitrones with Pinacol Vinylboronates: a New Access to Allylic N-Hydroxyl Amines.. European Journal of Organic Chemistry, 2003, 19, pp.3621. ⟨10.1002/ejoc.200300265⟩. ⟨hal-00139505⟩