Highly diastereoselective multicomponent synthesis of pyridinium-substituted piperidin-2-ones with three stereogenic centres

The Michael-Mannich-cyclization cascade of dicyano olefins, 1-(2-alkoxy-2-oxoethyl)pyridin-1-ium halogenides, aromatic aldehydes and ammonium acetate provides convenient stereoselective formation of (4,6-diaryl-5,5dicyano-2-oxo-piperidin-3-yl)pyridin-1-ium halogenides with three stereogenic centres. Ammonium acetate plays dual role acting as a base and as a nitrogen source.

Automated summary

The Michael-Mannich-cyclization cascade reaction of four compounds leads to the stereoselective formation of halogenides with three stereogenic centers. Ammonium acetate acts as both a base and a nitrogen source.