Highly Regio‐, Diastereo‐, and Enantioselective Assembly of Azepino[2,3‐b]indoles viaPalladium‐Catalyzed [4 + 3] Cycloaddition†.
- Resource Type
- Article
- Authors
- Yang, Wu‐Lin; Huang, Zesheng; Liu, Yang‐Zi; Yu, Xingxin; Deng, Wei‐Ping
- Source
- Chinese Journal of Chemistry. Dec2020, Vol. 38 Issue 12, p1571-1574. 4p.
- Subject
- *RING formation (Chemistry)
*BEARINGS (Machinery)
*INDOLINE
*PALLADIUM
*CATALYSIS
- Language
- ISSN
- 1001-604X
Summary of main observation and conclusion: A palladium‐catalyzed asymmetric [4 + 3] cycloaddition of trimethylenemethanes and indoline‐derived aza‐dienes has been developed. The potential [3 + 2] side pathway was completely suppressed in the process. This protocol provides an efficient access to azepino[2,3‐b]indoles bearing two vicinal stereocenters in generally excellent diastereo‐ and enantioselectivities (up to > 20 : 1 dr, 99% ee). [ABSTRACT FROM AUTHOR]