Toward general access to the Aspidosperma-type terpenoid indole alkaloids: Synthesis of the key 3,3-disubstituted piperidones through enantioselective intramolecular Heck-type reaction of chloroformamides

Article abstract of DOI:10.1248/cpb.56.1567

An enantioselective intramolecular Heck-type reaction of chloroformamides has been developed for the synthesis of 3,3-disubstituted piperidones. The desired piperidone was formed in the presence of a palladium catalyst, an optically active phosphoramidite ligand, K₃PO₄ and Ag ₃PO₄. The obtained piperidone was converted to epieburnamonine.