Synthetic Study on Gymnodimine: Highly Stereoselective Construction of Substituted Tetrahydrofuran and Cyclohexene Moieties

Abstract

The synthetic studies on gymnodimine, a shellfish toxin, are described. This marine toxin consists of 16-membered carbocycle, tetrahydrofuran, and spiro-imine moieties. Our synthetic strategy involves the stereoselective allylation of tetrahydrofuran compound and the exo-selective intramolecular Diels-Alder reaction.