Synthesis ofα,β-Unsaturated Amides by Olefin Cross-Metathesis

Electronic and steric properties of the substituents on the amide nitrogen atom govern the yield and rate of the cross-metathesis between a variety of α,β-unsaturated amides and olefins with 1 as the catalyst. This influence is the result of deactivation of the catalyst by chelation of the carbonyl group to the metal. However, an increase in catalyst loading compensates for the chelation effect.