10.1016/j.tetlet.2008.01.046
The research focuses on the formal convergent synthesis of (+)-trans-solamin, a member of the mono-THF class of acetogenins, which are metabolites isolated from the Annonaceae family and known for their diverse bioactivity, including antitumor, antimalarial, and pesticidal properties. The synthetic strategy utilizes the sul?nyl group as a multifunctional auxiliary, nucleophile, and in C–C bond formation, offering a potential route for the synthesis of stereoisomers of solamin and other mono-THF acetogenins. The synthesis process involves a series of chemical reactions, including the Pummerer ene reaction, Swern oxidation, and Horner–Emmons–Wadsworth ole?nation, using chemicals such as bromoacetonide, keto-phosphonate, tri?uoroacetic anhydride, anhydrous SnCl4, sodium nitrite, DMF, and Zn(BH4)2, among others.