The enantioselective total synthesis of (+)-clusianone

(+)-Clusianone, an exo-type B PPAP with reported anti-HIV and chemo-protective activities, was synthesized in eleven steps with 97% ee starting from acetylacetone. An enantioselective decarboxylative Tsuji-Trost-allylation and a Ru-catalyzed ring-closing metathesis-decarboxylative allylation were used to control both diastereo- and enantioselectivity.