Nickel-catalyzed coupling of alkenes, aldehydes, and silyl triflates.
A full account of two recently developed nickel-catalyzed coupling reactions of alkenes, aldehydes, and silyl triflates is presented. These reactions provide either allylic alcohol or homoallylic alcohol derivatives selectively, depending on the ligand employed. These processes are believed to be mechanistically distinct from Lewis acid-catalyzed carbonyl-ene reactions, and several lines of evidence supporting this hypothesis are discussed.
Ng
Sze-Sze
SS
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
Ho
Chun-Yu
CY
Jamison
Timothy F
TF
D000447:Aldehydes / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D008024:Ligands; D008698:Mesylates / Q000737:chemistry*; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*; D017646:Organosilicon Compounds / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry
D000447:Aldehydes; D000475:Alkenes; D008024:Ligands; D008698:Mesylates; D017646:Organosilicon Compounds; D010720:Phosphines; D009532:Nickel; C012077:trifluoromethanesulfonic acid