Department of Chemistry , University of California, Irvine , Irvine , California 92697-2025 , United States.
J Am Chem Soc. 2018 Oct 10;140(40):12770-12774. doi: 10.1021/jacs.8b09965. Epub 2018 Sep 28.
A short, enantioselective synthesis of (-)-nodulisporic acid C is described. The route features two highly diastereoselective polycyclizations en route to the terpenoid core and the indenopyran fragment and a highly convergent assembly of a challenging indole moiety. Application of this chemistry allows for a 12-step synthesis of the target indoloterpenoid from commercially available material.
本文描述了 (-)-诺多利松酸 C 的一个简短的对映选择性合成路线。该路线的特点是在萜类核心和茚并吡喃片段的形成过程中进行了两次高度非对映选择性的多环化反应,以及一个具有挑战性的吲哚部分的高度收敛组装。该化学方法的应用允许从商业可得的材料出发,通过 12 步合成目标吲哚萜烯。