- Direct β-alkylation of aldehydes via photoredox organocatalysis.
Direct β-alkylation of aldehydes via photoredox organocatalysis.
Journal of the American Chemical Society (2014-04-24)
Jack A Terrett, Michael D Clift, David W C MacMillan
PMID24754456
RESUMEN
Direct β-alkylation of saturated aldehydes has been accomplished by synergistically combining photoredox catalysis and organocatalysis. Photon-induced enamine oxidation provides an activated β-enaminyl radical intermediate, which readily combines with a wide range of Michael acceptors to produce β-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.
MATERIALES