Radical cyclizations of 1,4-dihydropyridines. Synthesis of chiral fused nitrogen heterocycles. Synthesis of lupinine and epilupinine

Article abstract of DOI:10.1016/S0040-4020(98)00490-6

Radical cyclizations of 1-(4-iodoalkanoyl)-3-formyl-4-methyl-l,4- dihydropyridines are described and discussed. A regio and diasteroselective reaction is obtained under ultrasonic conditions. An application to the synthesis of lupinine and epilupinine is shown.