Asymmetric total synthesis of (+)-tubingensin A

Abstract

A nine-step asymmetric total synthesis of (+)-tubingensin A has been realized. The synthesis features (a) an intramolecular Heck reaction to install the C20 quaternary carbon center thus establishing the key vicinal quaternary stereocenter motif present in the natural product and (b) a late-stage Zweifel olefination applied to side chain elongation.