Ketone synthesis under neutral conditions. Cu(I) diphenylphosphinate-mediated, palladium-catalyzed coupling of thiol esters and organostannanes.
[reaction: see text] A versatile approach to ketone synthesis is described. The reaction relies on the palladium-catalyzed, copper diphenylphosphinate-mediated coupling of thiol esters with organostannanes under neutral reaction conditions. This reaction complements the previously described coupling of thiol esters with boronic acids that used dual thiophilic-borophilic activation methodology.
Wittenberg
Rüdiger
R
Emory University, Department of Chemistry, 1515 Pierce Drive, Atlanta, Georgia 30322.
Srogl
Jiri
J
Egi
Masahiro
M
Liebeskind
Lanny S
LS
D001713:Biphenyl Compounds / Q000737:chemistry*; D003300:Copper / Q000737:chemistry*; D004952:Esters / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis*; D009942:Organometallic Compounds / Q000737:chemistry; D063065:Organophosphonates / Q000737:chemistry*; D009947:Organotin Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry; D013438:Sulfhydryl Compounds / Q000737:chemistry
D001713:Biphenyl Compounds; D004952:Esters; D007659:Ketones; D009942:Organometallic Compounds; D063065:Organophosphonates; D009947:Organotin Compounds; D013438:Sulfhydryl Compounds; D010165:Palladium; D003300:Copper