Total synthesis of (±)-isophellibiline.
The total synthesis of (±)-isophellibiline is described. This represents the first synthesis of a member of the nonaromatic homoerythrinan family of alkaloids. The tetracyclic ring system of the natural product was quickly assembled by a strategy that features a retrocycloaddition/cycloaddition reaction of an amidodioxin, an intramolecular Heck reaction and a 6π-electrocyclic ring closure of a dienoic acid.
Department of Chemistry, Pennsylvania State University, University Park, PA 16802, USA.
Raymond L
RL
Funk
Johannes
J
Belmar