Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 15, Pages 4622-4625Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201411105
Keywords
asymmetric catalysis; enantioselectivity; heterocycles; hydrogenation; ruthenium
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Funding
- National Basic Research Program of China (973 Program) [2011CB808600]
- National Natural Science Foundation of China [21232008, 21473216]
- ICCAS
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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.
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