title: Enantioselective α-vinylation of aldehydes via the synergistic combination of copper and amine catalysis.
abstract: The enantioselective α-vinylation of aldehydes using vinyl iodonium triflate salts has been accomplished via the synergistic combination of copper and chiral amine catalysis. These mild catalytic conditions provide a direct route for the enantioselective construction of enolizable α-formyl vinylic stereocenters without racemization or olefin transposition. These high-value coupling adducts are readily converted into a variety of useful olefin synthons.
authors.affiliation: Merck Center for Catalysis at Princeton University, New Jersey 08544, United States.
authors.forename: Eduardas
authors.initials: E
authors.lastname: Skucas
authors.forename: David W C
authors.initials: DW
authors.lastname: MacMillan
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D014753:Vinyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000447:Aldehydes; D000588:Amines; D014753:Vinyl Compounds; D003300:Copper