Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 136, Issue 19, Pages 6858-6861Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja502639e
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Funding
- NIHGMS [R01 01 GM093213-01]
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Direct beta-alkylation of saturated aldehydes has been accomplished by synergistically combining photoredox catalysis and organocatalysis. Photon-induced enamine oxidation provides an activated beta-enaminyl radical intermediate, which readily combines with a wide range of Michael acceptors to produce beta-alkyl aldehydes in a highly efficient manner. Furthermore, this redox-neutral, atom-economical C-H functionalization protocol can be achieved both inter- and intramolecularly. Mechanistic studies by various spectroscopic methods suggest that a reductive quenching pathway is operable.
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