Palladium-Catalyzed Chemoselective Mono-α-Arylation of O-Protected Hydroxyacetone with Ortho-Substituted (Hetero)aryl Electrophiles
JoshuaW.M.MacMillan,TravisLundrigan,GiulioVolpin,SherifJ.Kaldas,PhilippM.Holstein,MarkJamesFord,NicolasGuimond,MarkStradiotto
Abstract
The mono-α-arylation of 2-tetrahydropyranyl O-protection of hydroxyacetone is reported. When using a catalyst system comprised of [Pd(cinnamyl)Cl]2 and the JosiPhos ligands PhPF-tBu or (4-CF3Ph)PF-tBu, such transformations are achieved with ortho-substituted aryl bromides and triflates in the presence of potentially contending functionalities including chloro groups.
