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- Title
Axially Chiral Aryl‐Alkene‐Indole Framework: A Nascent Member of the Atropisomeric Family and Its Catalytic Asymmetric Construction.
- Authors
Wang, Cong‐Shuai; Li, Tian‐Zhen; Liu, Si‐Jia; Zhang, Yu‐Chen; Deng, Shuang; Jiao, Yinchun; Shi, Feng
- Abstract
Summary of main observation and conclusion: A new class of axially chiral aryl‐alkene‐indole frameworks have been designed, and the first catalytic asymmetric construction of such scaffolds has been established by the strategy of organocatalytic (Z/E)‐selective and enantioselective (4+3) cyclization of 3‐alkynyl‐2‐indolylmethanols with 2‐naphthols or phenols (all >95 : 5 E/Z, up to 98% yield, 97% ee). This reaction also represents the first catalytic asymmetric construction of axially chiral alkene‐heteroaryl scaffolds, which will add a new member to the atropisomeric family. This approach has not only confronted the great challenges in constructing axially chiral alkene‐heteroaryl scaffolds but also provided a powerful strategy for the enantioselective construction of axially chiral aryl‐alkene‐indole frameworks.
- Subjects
CONSTRUCTION; INTRAMOLECULAR proton transfer reactions; ASYMMETRIC synthesis; PHENOLS
- Publication
Chinese Journal of Chemistry, 2020, Vol 38, Issue 6, p543
- ISSN
1001-604X
- Publication type
Article
- DOI
10.1002/cjoc.202000131