Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 47, Pages 16854-16858Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201910168
Keywords
asymmetric catalysis; cross-coupling; nickel catalysis; photochemistry; radical chemistry
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Funding
- MICIU [CTQ2016-75520P]
- AGAUR [2017 SGR 981]
- European Research Council [ERC-2015-CoG 681840 - CATA-LUX]
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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 alpha-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.
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