title: Direct β-alkylation of aldehydes via photoredox organocatalysis.
abstract: 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.
authors.affiliation: Merck Center for Catalysis, Princeton University , Princeton, New Jersey 08544, United States.
authors.forename: Jack A
authors.initials: JA
authors.lastname: Terrett
authors.forename: Michael D
authors.initials: MD
authors.lastname: Clift
authors.forename: David W C
authors.initials: DW
authors.lastname: MacMillan
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000478:Alkylation; D002384:Catalysis; D003500:Cyclization; D010084:Oxidation-Reduction; D055668:Photochemical Processes
chemical_list: D000447:Aldehydes
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