Intramolecular Diels-Alder Reaction of 2-Cyano-1-aza-1,3-butadienes.
It has been demonstrated that a 2-cyano substituent is sufficient to activate 1-aza-1,3-butadienes with respect to the intramolecular Diels-Alder reaction. This reaction is successful for the preparation of the indolizidine and quinolizidine ring systems. The stereochemistry of the isomeric products was assigned by a careful analysis of their NMR spectral data.
Sisti
Nicholas J.
NJ
Department of Chemistry, State University at New York at Stony Brook, Stony Brook, New York 11794, and Institut de Chimie des Substances Naturelles, CNRS, F-91198 Gif-sur-Yvette, France.
Zeller
Emmanuel
E
Grierson
David S.
DS
Fowler
Frank W.
FW