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Asymmetric Lewis Acid Catalyzed Electrochemical Alkylation
Author(s) -
Zhang Qinglin,
Chang Xihao,
Peng Lingzi,
Guo Chang
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201901801
Subject(s) - electrosynthesis , lewis acids and bases , chemistry , catalysis , alkylation , electrochemistry , radical ion , adduct , intermolecular force , combinatorial chemistry , organic chemistry , photochemistry , ion , molecule , electrode
Lewis‐acid catalysis and electrochemistry represent two powerful fields that have found widespread application in organic chemistry. Reported herein is an asymmetric electrosynthesis in combination with a chiral Ni catalyst leading to an intermolecular alkylation reaction in good yields with excellent enantioselectivities (up to 97 % ee ). Mechanistic studies suggest that the Lewis‐acid‐bound radical intermediate from a single‐electron anodic oxidation selectively reacts with the benzylic radical species to generate the desired adducts.