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- Title
Asymmetric Construction of Axially Chiral 2‐Arylpyrroles by Chirality Transfer of Atropisomeric Alkenes.
- Authors
Wang, Yong‐Bin; Wu, Quan‐Hao; Zhou, Zhi‐Peng; Xiang, Shao‐Hua; Cui, Yuan; Yu, Peiyuan; Tan, Bin
- Abstract
Axially chiral 2‐arylpyrrole frameworks are efficiently accessed through a direct chirality transfer strategy by rapid cyclization of enantioenriched atropisomeric alkenes, which are generated by organocatalytic asymmetric N‐alkylation reactions. This approach accommodates a broad scope of substrates with remarkably high chirality transfer efficiency, affording novel atropisomers with a fully substituted pyrrole moiety and high enantiopurities. Given the enantioenriched atropisomeric alkenes, novel heterocyclic 2‐arylazepine atropisomers were realized through a rationally designed ene reaction.
- Subjects
CHIRALITY; ALKENES; ENE reactions; ATROPISOMERS; CONSTRUCTION; NITROALDOL reactions; KINETIC resolution
- Publication
Angewandte Chemie, 2019, Vol 131, Issue 38, p13577
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201907470