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.
Gandolfo E., Tang X., Raha Roy S., Melchiorre P. (2019). Photochemical Asymmetric Nickel-Catalyzed Acyl Cross-Coupling. ANGEWANDTE CHEMIE. INTERNATIONAL EDITION, 58(47), 16854-16858 [10.1002/anie.201910168].
Photochemical Asymmetric Nickel-Catalyzed Acyl Cross-Coupling
Melchiorre P.
Ultimo
Supervision
2019
Abstract
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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
