The Asymmetric Diels-Alder Reactions of Pyridine Derivatives

Abstract

There are the some papers on Diels-Alder (DA) reactions of 1,2-dihydropyridines with acrylates. These reactions gave the isoquinuclidine derivatives which is found widely in natural products, particularly among the Iboga family of alkaloids. The variation that have been investigated are those in which 1:the dihydropyridine or the dienophile has a chiral auxiliary 2: the catalytic asymmetric DA reaction. The DA reaction of 1,2-dihydropyridine using cationic catalysts afforded the isoquinuclidine in high yields and excellent ee’s.