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Asymmetric Total Syntheses of Kopsane Alkaloids via a PtCl2-Catalyzed Intramolecular [3+2] Cycloaddition
- Title
- Asymmetric Total Syntheses of Kopsane Alkaloids via a PtCl2-Catalyzed Intramolecular [3+2] Cycloaddition
- Authors
- Jia, Xuelei; Lei, Honghui; Han, Feipeng; Zhang, Tao; Chen, Ying; Xu, Zhengshuang; Nakliang, Pratanphorn; Choi, Sun; Guo, Yian; Ye, Tao
- Ewha Authors
- 최선
- SCOPUS Author ID
- 최선
- Issue Date
- 2020
- Journal Title
- ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- ISSN
- 1433-7851
1521-3773
- Citation
- ANGEWANDTE CHEMIE-INTERNATIONAL EDITION vol. 59, no. 31, pp. 12832 - 12836
- Keywords
- [3+2] cycloaddition reactions; alkaloids; kopsanes; natural products; Pt catalysis
- Publisher
- WILEY-V C H VERLAG GMBH
- Indexed
- SCIE; SCOPUS
- Document Type
- Article
- Abstract
- 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 PtCl2-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.
- DOI
- 10.1002/anie.202005048
- Appears in Collections:
- 약학대학 > 약학과 > Journal papers
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