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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
Jianwei Zhang; Fei Chen; Yan-Mei He; Qing-Hua Fan
- 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. Awide 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
NAPHTHYRIDINES; RUTHENIUM catalysts; HYDROGENATION; CHIRALITY; DECAHYDRONAPHTHALENE; ASYMMETRIC synthesis
- Publication
Angewandte Chemie, 2015, Vol 127, Issue 15, p4705
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201411105