State Key Laboratory of Chemical Oncogenomics, Peking University Shenzhen Graduate School, Tsinghua Shenzhen International Graduate School, Xili, Nanshan District, Shenzhen, 518055, China.
College of Pharmacy and Graduate School of Pharmaceutical Sciences, Ewha Womans University, Seoul, 03760, Korea.
Angew Chem Int Ed Engl. 2020 Jul 27;59(31):12832-12836. doi: 10.1002/anie.202005048. Epub 2020 May 25.
A concise and asymmetric total synthesis of five kopsane alkaloids that share a unique heptacyclic caged ring system was accomplished. The key transformation in the sequence involved a remarkable PtCl -catalyzed intramolecular [3+2] cycloaddition, which allowed for the rapid assembly of pentacyclic carbon skeletons bearing 2,3-quaternary functionalized indoline. Expeditious construction of diverse indoline scaffolds with excellent control of diastereoselectivity demonstrated the broad scope and versatility of this key transformation.
完成了五个具有独特的七元环笼状系统的 KopSane 生物碱的简洁不对称全合成。该序列中的关键转化涉及到一个显著的 PtCl 催化的分子内 [3+2]环加成反应，该反应允许快速组装带有 2,3-季碳取代基的五环碳骨架，同时带有吲哚啉。通过这种关键转化，可以快速构建具有优异非对映选择性控制的各种吲哚啉支架，展示了该反应的广泛应用前景和多功能性。
