Department of Chemistry, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13, 81377, München, Germany.
Department of Chemistry, New York University, 100 Washington Square East, New York, NY, 10003, USA.
Angew Chem Int Ed Engl. 2018 Nov 19;57(47):15587-15591. doi: 10.1002/anie.201809703. Epub 2018 Nov 2.
The cytochalasans are a large family of polyketide natural products with potent bioactivities. Amongst them, the aspochalasins show particularly intricate and fascinating structures. To gain insight into their structural diversity and innate reactivity, we have developed a rapid synthesis of aspochalasin D, the central member of the family. It proceeded in 13 steps starting from divinyl carbinol and utilized a high pressure Diels-Alder reaction that features high regio- and stereoselectivity. So far, our work has culminated in a biomimetic synthesis of aspergillin PZ, an intricate pentacyclic aspochalasan.
细胞松弛素是一类具有强大生物活性的聚酮天然产物大家族。其中，灰黄霉素显示出特别复杂和迷人的结构。为了深入了解它们的结构多样性和固有反应性，我们开发了一种快速合成灰黄霉素 D 的方法，灰黄霉素 D 是该家族的中心成员。它从二乙烯基甲醇开始经过 13 步反应，利用了具有高区域和立体选择性的高压 Diels-Alder 反应。到目前为止，我们的工作已经 culminated 在一个生物模拟合成aspergillin PZ，一个复杂的五环灰黄霉素。
