Huang Jian, Xiong Hui, Hsung Richard P, Rameshkumar C, Mulder Jason A, Grebe Tyler P
Department of Chemistry, University of Minnesota, Minneapolis, Minnesota 55455, USA.
Org Lett. 2002 Jul 11;4(14):2417-20. doi: 10.1021/ol020097p.
[reaction: see text] A highly useful sequence of reactions is described here. These reactions consist of the first successful base-induced isomerizations of propargyl amides to chiral ynamides, applications of these novel ynamides in ring-closure metathesis leading to chiral 2-amidodienes useful for Diels-Alder cycloadditions, and the first successful tandem RCM of diene-ynamides.