Enantioselective Decarboxylative Cyanation Employing Cooperative Photoredox Catalysis and Copper Catalysis
Dinghai Wang, Na Zhu, Pinhong Chen, Zhenyang Lin* and Guosheng Liu*
*The Hong Kong University of Science and Technology, Clear
Water Bay, Kowloon, Hong Kong; Shanghai Institute of Organic Chemistry, 345
Lingling Road, Shanghai 200032, China, Email: chzlinust.hk,
gliu
mail.sioc.ac.cn
D. Wang, N. Zhu, P. Chen, Z. Lin, G. Liu, J. Am. Chem. Soc., 2017, 139, 15632-15635.
DOI: 10.1021/jacs.7b09802
Abstract
The merger of photoredox catalysis with asymmetric copper catalysis enables the synthesis of enantiomerically enriched alkyl nitriles from achiral carboxylic acids under mild reaction conditions. The reaction exhibits broad substrate scope, high yields and high enantioselectivities. Furthermore, the reaction can be scaled up to synthesize key chiral intermediates to bioactive compounds.
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proposed mechanism
Key Words
cyanation, photochemistry
ID: J48-Y2017