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- Title
Asymmetric Hydrogenation of Pyridinium Salts with an Iridium Phosphole Catalyst.
- Authors
Chang, Mingxin; Huang, Yuhua; Liu, Shaodong; Chen, Yonggang; Krska, Shane W.; Davies, Ian W.; Zhang, Xumu
- Abstract
Iridium-catalyzed asymmetric hydrogenation of N-alkyl-2-alkylpyridinium salts provided 2-aryl-substituted piperidines with high levels of enantioselectivity. Simple benzyl and other alkyl groups successfully activated the challenging pyridine substrates toward hydrogenation. The use of the unusual chiral-phosphole-based MP2-SEGPHOS was the key to the success of this approach which provides a versatile and practical procedure for the synthesis of chiral piperidines.
- Subjects
PYRIDINIUM compounds; HYDROGENATION; ASYMMETRIC synthesis; PHOSPHOLES; IRIDIUM catalysts; ENANTIOSELECTIVE catalysis
- Publication
Angewandte Chemie, 2014, Vol 126, Issue 47, p12975
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201406762