Banerjee Ankush, Brisco Tiffany A, Zhang Zhen, Busse Alexander A, Sumida Krissty, Smith Myles W
Department of Biochemistry, UT Southwestern Medical Center, 5323 Harry Hines Boulevard, Dallas, Texas 75390, United States.
Org Lett. 2023 Dec 1;25(47):8413-8418. doi: 10.1021/acs.orglett.3c03131. Epub 2023 Nov 20.
Total syntheses of the 5/5-spirocyclic indoline alkaloids (±)-spiroindimicins B, C, D, E, F, and G have been achieved via a modular approach. Our route features direct coupling of halogenated pyrrolemetal and isatin partners, Suzuki coupling to append the indole unit, Lewis acid-mediated spirocyclization, and divergent functionalization to give various family members. These syntheses are concise (six or seven steps from commercial materials) and highly amenable to analogue synthesis.
通过模块化方法实现了5/5-螺环吲哚啉生物碱（±）-螺环吲哚霉素B、C、D、E、F和G的全合成。我们的路线特点包括卤代吡咯金属与异吲哚酮底物的直接偶联、用于连接吲哚单元的铃木偶联、路易斯酸介导的螺环化以及用于合成各种家族成员的发散官能化反应。这些合成方法简洁（从市售原料出发只需六步或七步），并且非常适合类似物的合成。
