An Efficient Total Synthesis of (±)-Epilupinine and (±)-Lupinine from a Common Quinolizidine Intermediate

Abstract

A common intermediate, the quinolizidine (5) obtained by annulation of a cyclic thioimidate (3) with Nazarov's reagent (4) in the presence of mercuric chloride, was stereospecifically transformed into (±)-epiupinine (1) and (±)-lupinine (2).