Asymmetric α-Alkylation of β-Ketocarbonyls via Direct Phenacyl Bromide Photolysis by Chiral Primary Amine†
Wenzhao Zhang
Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China; University of Chinese Academy of Sciences, Beijing, 100490 China
Search for more papers by this authorYunbo Zhu
Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China; University of Chinese Academy of Sciences, Beijing, 100490 China
Search for more papers by this authorLong Zhang
Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China; University of Chinese Academy of Sciences, Beijing, 100490 China
Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin, 300071 China
Search for more papers by this authorCorresponding Author
Sanzhong Luo
Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China; University of Chinese Academy of Sciences, Beijing, 100490 China
Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin, 300071 China
E-mail: [email protected]Search for more papers by this authorWenzhao Zhang
Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China; University of Chinese Academy of Sciences, Beijing, 100490 China
Search for more papers by this authorYunbo Zhu
Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China; University of Chinese Academy of Sciences, Beijing, 100490 China
Search for more papers by this authorLong Zhang
Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China; University of Chinese Academy of Sciences, Beijing, 100490 China
Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin, 300071 China
Search for more papers by this authorCorresponding Author
Sanzhong Luo
Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China; University of Chinese Academy of Sciences, Beijing, 100490 China
Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin, 300071 China
E-mail: [email protected]Search for more papers by this authorAbstract
Enantioselective α-photoalkylation of β-ketocarbonyls without any external photosensitizer was described in this work. The photoalkylation reactions, enabled solely by a chiral primary amine catalyst, provided convenient constructions of all-carbon quaternary stereocenters with good activity and high enantioselectivity. Mechanism studies revealed a direct photolytic radical chain process under visible light irradiation.
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