Cooperative Catalysis for Asymmetric Decarboxylative Cyanation
Enantioselective Decarboxylative Cyanation Employing Cooperative Photoredox Catalysis and Copper Catalysis.
J. Am. Chem. Soc. 2017;
18 January 2018 (online)
Key wordsiridium catalysis - copper catalysis - photoredox catalysis - decarboxylative cyanation - hydroxyphthalimide esters - alkyl nitriles
Chiral alkyl nitriles are synthetically valuable compounds in organic synthesis. The authors have developed an asymmetric decarboxylative cyanation of N-hydroxyphthalimide esters by cooperative photoredox and copper catalysis.
This catalytic decarboxylative cyanation provides enantioenriched alkyl nitriles in good yields with high enantioselectivities. The reaction can be applied in the synthesis of a key intermediate for the chiral antidepressant molecule (R)-phenibut.