State Key Laboratory of Applied Organic Chemistry & College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China.
J Org Chem. 2021 Mar 19;86(6):4835-4842. doi: 10.1021/acs.joc.0c02894. Epub 2021 Mar 1.
Spiroaxillarone A, a novel and unique spirocyclic dinaphthalene natural product with significant antimalarial activity, was regioselectively synthesized from tetrahydrocurcumin in five steps with an overall 10% yield. Key features of the synthesis involved an oxidized free radical cycloaddition to build the spiro ring central skeleton and an oxidized dehydrogenation to introduce two double bonds via enol silicon ether from diketones.
螺甲二氧杂萘酮 A 是一种新颖而独特的具有显著抗疟活性的螺环二萘酚天然产物，可从四氢姜黄素经五步反应以 10%的总收率区域选择性合成得到。该合成的关键特点包括：利用氧化自由基环加成反应构建螺环中央骨架，以及利用二酮的烯醇硅醚进行氧化脱氢反应，在两个位置引入双键。
