Convergent Asymmetric Disproportionation Reactions: Metal/Brønsted Acid Relay Catalysis for Enantioselective Reduction of Quinoxalines
Qing‐An Chen(Dalian Institute of Chemical Physics), Duo‐Sheng Wang(Chinese Academy of Sciences), Yong‐Gui Zhou(Dalian Institute of Chemical Physics), Ying Duan(Chinese Academy of Sciences), Hongjun Fan(Dalian Institute of Chemical Physics), Yan Yang(Dalian Institute of Chemical Physics), Zhang Zhang(Dalian Institute of Chemical Physics)
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Abstract
A convergent asymmetric disproportionation of dihydroquinoxalines for the synthesis of chiral tetrahydroquinoxalines using a metal/Brønsted acid relay catalysis system has been developed. The use of hydrogen gas as the reductant makes the convergent disproportionation an ideal atom-economical process. A dramatic reversal of enantioselectivity was observed in the reduction of quinoxalines because of the different steric demands in the 1,2- and 1,4-hydride transfer pathways.
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