Enantioselective Synthesis of Chiral Carboxylic Acids from Alkynes and Formic Acid by Nickel‐Catalyzed Cascade Reactions: Facile Synthesis of Profens

2021/10/22 by Peng Yang, Yaxin Sun, Kaiyue Fu +6
Chemistry · Chemical Engineering · #Asymmetric Hydrogenation and Catalysis #Catalytic C–H Functionalization Methods #Carbon dioxide utilization in catalysis

paper · doi:10.1002/ange.202111778

Abstract

Abstract We report a stereoselective conversion of terminal alkynes to α‐chiral carboxylic acids using a nickel‐catalyzed domino hydrocarboxylation‐transfer hydrogenation reaction. A simple nickel/BenzP* catalyst displayed high activity in both steps of regioselective hydrocarboxylation of alkynes and subsequent asymmetric transfer hydrogenation. The reaction was successfully applied in enantioselective preparation of three nonsteroidal anti‐inflammatory profens (>90 % ees) and the chiral fragment of AZD2716.

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