Premium
Photochemical Asymmetric Nickel‐Catalyzed Acyl Cross‐Coupling
Author(s) -
Gandolfo Eugenio,
Tang Xinjun,
Raha Roy Sudipta,
Melchiorre Paolo
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.201910168
Subject(s) - nickel , catalysis , enantioselective synthesis , chemistry , photochemistry , coupling (piping) , alkyl , excitation , combinatorial chemistry , organic chemistry , materials science , metallurgy , electrical engineering , engineering
Photochemical enantioselective nickel‐catalyzed cross‐coupling reactions are difficult to implement. We report a visible‐light‐mediated strategy that successfully couples symmetrical anhydrides and 4‐alkyl dihydropyridines (DHPs) to afford enantioenriched α‐substituted ketones under mild conditions. The chemistry does not require exogenous photocatalysts. It is triggered by the direct excitation of DHPs, which act as a radical source and as a reductant, facilitating the turnover of the chiral catalytic nickel complex.