Synthesis of Eburnamonine and Dehydroaspidospermidine

Article abstract of DOI:10.1021/jo00244a020

The route of synthesis of γ-imino carbonyl compounds by cyclopropanation of enamides and acid-catalyzed ring opening of the resultant β-amido cyclopropanecarboxylates has been applied to the preparation of substituted 1-piperideines and therefrom to the synthesis of the alkaloids eburnamonine, dehydroaspidospermidine, and aspidospermidine.