Synthesis of the Northern Hemisphere of Amphidinolide H2

Abstract

The stereoselective synthesis of the fully functionalized northern hemisphere of the marine natural product amphidinolide H2 is described. A vinylogous Mukaiyama aldol reaction and enzymatic desymmetrization of a meso compound are the key steps in the fragment synthesis. A stereoselective acetate aldol coupling and a 1,3-anti-reduction of the resulting b-hydroxy ketone complete the synthesis of the C14-C26 fragment.