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

Abstract

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. Supporting information for this article is available on the WWW under http://www.angewandte.com or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.