a Laboratoire de Chimie Organique de Synthèse, Université de Louvain, place Louis Pasteur, 1, B-1348 Louvain-la-Neuve, Belgium
b Institut d'Ingénierie des Protéines, Institut de Chimie, Bâtiment B.6, Sart-Tilman, B-4000 Liège, Belgium
Abstract:
Acylnitroso dienophile 3 derived from D-bornane-10,2-sultam undergoes cycloaddition with high yields and complete facial selectivity to cyclopentadiene and cyclohexadiene. When the nitroso group is attached to the sultam nitrogen, it is no longer reactive in Diels-Alder reactions.