Total Synthesis of the threo, trans, threo-Mono-tetrahydrofuran Annonaceous Acetogenin Longifolicin.

Abstract An enantioselective synthesis of the C 35 threo , trans , threo -mono-tetrahydrofuran annonaceous acetogenin longifolicin through use of chiral long-chain α-and γ-OMOM allylic stannanes and ( E )-ethyl 3-formyl-2-propenoate as the starting materials is described. The synthesis is structurally definitive and potentially applicable to other members of this family of cytotoxic acetogenins.