Helmholtz Centre for Infection Research, Inhoffenstr. 7, D-38124 Braunschweig, Germany.
Org Lett. 2012 Sep 7;14(17):4690-3. doi: 10.1021/ol302219x. Epub 2012 Aug 23.
The first total synthesis of the bacterial RNA-polymerase inhibitor ripostatin A (1) was achieved. The route utilizes a cyclic methyl acetal intermediate and a sequence of a double Stille cross-coupling reaction followed by a ring-closing metathesis for the construction of the macrolactone ring. Additionally, an unprecedented formation of the 4-methoxy substituted tetrahydropyrans was observed during the acid catalyzed acetalization of the β,δ-dihydroxyketone.
细菌 RNA 聚合酶抑制剂 ripostatin A（1）的首次全合成已经实现。该路线利用环状甲基缩醛中间体和一系列双 Stille 交叉偶联反应，随后进行环 closing metathesis 反应构建大环内酯环。此外，在β，δ-二羟基酮的酸催化缩醛化过程中，观察到了前所未有的 4-甲氧基取代四氢吡喃的形成。
