Four-Step Total Synthesis of (+)-Euphococcinine and (±)-Adaline

Article abstract of DOI:10.1021/acs.joc.1c00938

A four-step enantiospecific total synthesis of bicyclic homotropinone alkaloid euphococcinine and a racemic synthesis of adaline were reported. Key reactions in the synthesis are the diastereoselective addition of a Wittig phosphorene to the ketimines derived from Davis-Ellman sulfinamides, ring-closing metathesis, and intramolecular Michael reactions.