Total synthesis of the cytotoxic Annonaceous acetogenin (30S)-bullanin

Abstract The total synthesis of (+)-(30S)-bullanin, a highly cytotoxic annonaceous acetogenin, was effected by a convergent approach in which the key core bis -2,2′-tetrahydrofuran stereocenters were introduced through a combination of Sharpless asymmetric dihydroxylation and S E 2′ additions of oxygenated nonracemic allylic stannane and indium reagents to γ-oxygenated aldehydes.