An efficient synthetic methodology of chiral isoquinuclidines by the enantioselective Diels–Alder reaction of 1, 2-dihydropyridines using chiral cationic palladium– …
High purity chiral isoquinuclidines (97% ee) were obtained from the enantioselective Diels– Alder reaction of 1-phenoxycarbonyl-1, 2-dihydropyridine with 1-benzyl-2- acryloylpyrazolidin-3-one using chiral cationic palladium–phosphinooxazolidine (Pd–POZ) catalyst. The obtained DA adduct was easily converted to the chiral piperidine derivative bearing three stereogenetic centers in the structure.