Ruthenium-Catalyzed Enantioselective Hydrogenation of Phenanthridine Derivatives.

Org Lett

CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences (CAS), University of Chinese Academy of Sciences, Beijing 100190, P. R. China.

Published: March 2017

The first asymmetric hydrogenation of phenanthridines catalyzed by chiral cationic ruthenium diamine complexes has been developed with up to 92% ee and full conversions. The choice of the counteranion of the catalyst was found to be critical for achieving high enantioselectivity. In addition, the obtained 5,6-dihydrophenanthridine could be used as a chiral hydride donor for organocatalytic asymmetric transfer hydrogenation.

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http://dx.doi.org/10.1021/acs.orglett.7b00419DOI Listing

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