Highly efficient synthesis of trans-β,γ-unsaturated-α-keto amides

Christophe Allais (1) , Thierry Constantieux (1) , Jean Rodriguez (1)

1 STeRéO

A highly efficient, metal-free, and selective access to trans-β,γ-unsaturated-α-keto amides is described via peptidic coupling, involving easy to prepare trans-β,γ-unsaturated-α-keto acids and commercially available amines.

Mots clés: Vinyltetrahydrofurans; Palladium-catalysed Isomérisation; Bicyclo[2.2.1]heptanone; Bicyclo[3.2.1]octanone; Bicyclo[4.2.1]nonanone

Domaines: Chimie organique

Christophe Allais, Thierry Constantieux, Jean Rodriguez. Highly efficient synthesis of trans-β,γ-unsaturated-α-keto amides. Synthesis: Journal of Synthetic Organic Chemistry, 2009, 13, pp.469-473. ⟨10.1055/s-0029-1216869⟩. ⟨hal-00681064⟩