Concise Enantiospecific Synthesis of (+)-Calvine

We report herein an efficient enantiospecific synthesis of (+)-calvine in nine steps from (R)-epichlorohydrine. The convergent synthesis is based on an olefin cross-metathesis (CM) reaction of a chiral homoallylamine and an enone. Subsequent reductive ­ cyclization and lactonization of the cis-2,6-disubstituted piperidine intermediate furnished the product in good yield.