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Synfacts 2018; 14(02): 0151
DOI: 10.1055/s-0037-1609085
DOI: 10.1055/s-0037-1609085
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
Cooperative Catalysis for Asymmetric Decarboxylative Cyanation
Wang D.
Zhu N.
Chen P.
Lin Z.
*
Liu G.
* Shanghai Institute of Organic Chemistry and The Hong Kong University of Science and Technology, P. R. of China
Enantioselective Decarboxylative Cyanation Employing Cooperative Photoredox Catalysis and Copper Catalysis.
J. Am. Chem. Soc. 2017;
139: 15632-15635
Enantioselective Decarboxylative Cyanation Employing Cooperative Photoredox Catalysis and Copper Catalysis.
J. Am. Chem. Soc. 2017;
139: 15632-15635
Further Information
Publication History
Publication Date:
18 January 2018 (online)
Key words
iridium catalysis - copper catalysis - photoredox catalysis - decarboxylative cyanation - hydroxyphthalimide esters - alkyl nitriles
Significance
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.
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Comment
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.
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