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- Title
Asymmetric Ruthenium-Catalyzed Hydrogenation of 2,6-Disubstituted 1,5-Naphthyridines: Access to Chiral 1,5-Diaza- cis-Decalins.
- Authors
Zhang, Jianwei; Chen, Fei; He, Yan-Mei; Fan, Qing-Hua
- Abstract
The first asymmetric hydrogenation (AH) of 2,6-disubstituted and 2,3,6-trisubstituted 1,5-naphthyridines, catalyzed by chiral cationic ruthenium diamine complexes, has been developed. A wide range of 1,5-naphthyridine derivatives were efficiently hydrogenated to give 1,2,3,4-tetrahydro-1,5-naphthyridines with up to 99 % ee and full conversions. This facile and green protocol is applicable to the scaled-up synthesis of optically pure 1,5-diaza- cis-decalins, which have been used as rigid chelating diamine ligands for asymmetric synthesis.
- Subjects
RUTHENIUM catalysts; HYDROGENATION; ENANTIOSELECTIVE catalysis; NAPHTHYRIDINES; CHIRALITY; HETEROCYCLIC compounds
- Publication
Angewandte Chemie International Edition, 2015, Vol 54, Issue 15, p4622
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201411105