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- Title
Enantioselective Rhodium-Catalyzed Dearomative Arylation or Alkenylation of Quinolinium Salts.
- Authors
Wang, Yan; Liu, Yunlong; Zhang, Dongdong; Wei, Hao; Shi, Min; Wang, Feijun
- Abstract
A highly enantioselective rhodium(I)-catalyzed dearomative arylation or alkenylation of easily available N-alkylquinolinium salts is reported, thus providing an effective and practical approach to the synthesis of dihydroquinolines in up to 99 % ee. This reaction tolerates a wide range of functional groups with respect to both the organic boronic acids and the quinoline starting materials. Moreover, the synthetic utility of this protocol is demonstrated in the formal asymmetric synthesis of bioactive tetrahydroquinoline and the total syntheses of (−)-angustureine and (+)-cuspareine.
- Subjects
ENANTIOSELECTIVE catalysis; RHODIUM catalysts; AROMATIC compound synthesis; ARYLATION; ALKENYLATION; HYDROXYQUINOLINE
- Publication
Angewandte Chemie, 2016, Vol 128, Issue 11, p3840
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201511663