College of Chemistry and Environmental Science, Qujing Normal University, Qujing 655011, China.
J Asian Nat Prod Res. 2024 Oct;26(10):1175-1191. doi: 10.1080/10286020.2024.2355504. Epub 2024 Jun 3.
Spirotryprostatins are representative members of medicinally interesting bioactive molecules of the spirooxindole natural products. In this communication, we present a novel enantioselective total synthesis of the spirooxindole alkaloid dihydrospirotryprostatin B. The synthesis takes advantage of copper-catalyzed tandem reaction of -iodoanilide chiral sulfinamide derivatives with alkynone to rapidly construct the key quaternary carbon stereocenter of the natural product dihydrospirotryprostatin B.
螺环三萜类生物碱是具有药用价值的生物活性天然产物中的代表性成员。在本通讯中，我们提出了一种新颖的对映选择性全合成螺环氧化吲哚生物碱二氢螺环三萜 B 的方法。该合成利用了铜催化的 - 碘代苯胺手性亚砜酰胺衍生物与炔酮的串联反应，快速构建天然产物二氢螺环三萜 B 的关键季碳手性中心。
