Affiliation:
1. Key Laboratory for Thin Film and Microfabrication Technology of the Ministry of Education School of Electronics Information and Electrical Engineering Shanghai Jiao Tong University 800 Dongchuan Road Shanghai 200240 China
2. Frontier Science Center for Transformative Molecules School of Chemistry and Chemical Engineering Shanghai Jiao Tong University 800 Dongchuan Road Shanghai 200240 China
3. Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs School of Pharmacy Shanghai Jiao Tong University 800 Dongchuan Road Shanghai 200240 China
Abstract
AbstractUsing the diphosphine‐cobalt‐zinc catalytic system, an efficient asymmetric hydrogenation of internal simple enamides has been realized. In particular, the Ph‐BPE ligand can achieve convergent asymmetric hydrogenation of E/Z‐substrates. High yields and excellent enantioselectivities were obtained for both acyclic and cyclic enamides bearing α‐alkyl‐β‐aryl, α‐aryl‐β‐aryl, and α‐aryl‐β‐alkyl substituents. Hydrogenated products can be applied for the synthesis of useful chiral drugs such as Arfromoterol, Rotigotine, and Norsertraline. In addition, reasonable catalytic mechanism and stereocontrol mode are proposed based on DFT calculations.
Funder
National Key Research and Development Program of China
National Natural Science Foundation of China
Subject
General Chemistry,Catalysis
Cited by
16 articles.
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