Directing Group Enabled Ruthenium-Catalyzed Asymmetric Hydrogenation of Naphthalenes and Related Carbocyclic Aromatics.

Org Lett

State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, P. R. China.

Published: February 2025

Among the aromatic carbocyclic rings, the highly regio- and enantioselective hydrogenation of nonsymmetrical naphthalenes has remained a long-standing challenge in asymmetric catalysis. Herein, we reporte an amide-directed asymmetric hydrogenation of nonsymmetrical naphthalenes with a ruthenium catalyst with up to 99% ee. This strategy was also successfully applied in the asymmetric hydrogenation of polycyclic aromatic hydrocarbons.

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http://dx.doi.org/10.1021/acs.orglett.5c00014DOI Listing

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