83413-35-8Relevant articles and documents
Ni-Catalyzed Cross-Electrophile Coupling for the Synthesis of Skipped Polyenes
McGeough, Catherine P.,Strom, Alexandra E.,Jamison, Timothy F.
, p. 3606 - 3609 (2019)
Skipped polyenes featuring high (E)-selectivity and varying methyl substitution patterns are synthesized using a nickel-catalyzed cross-coupling reaction between allyl trifluoroacetates and vinyl bromides. The utility of this cross-electrophile coupling i
Palladium pincer complex catalyzed cross-coupling of vinyl epoxides and aziridines with organoboronic acids
Kjellgren, Johan,Aydin, Juhanes,Wallner, Olov A.,Saltanova, Irina V.,Szabo, Kalman J.
, p. 5260 - 5268 (2007/10/03)
Palladium-catalyzed crosscoupling of vinyl epoxides and aziridines with organoboronic acids was performed by using 0.5-2.5 mol % pincer-complex catalyst. The reactions proceed under mild conditions affording allyl alcohols and amines with high regioselectivity and in good to excellent yields. Under the applied reaction conditions aromatic chloro-, bromoand iodo substituents are tolerated. Our results indicate that the mechanism of the pincer complex catalyzed and the corresponding palladium(O) catalyzed process is substantially different. It was concluded that the transformations proceed via transmetalation of the organoboronic acids to the pincercomplex catalyst followed by an S N2′type opening of the vinyl epoxide or aziridine substrate. In this process the palladium atom is kept in oxidation state +2 under the entire catalytic process, and therefore oxidative side reactions can be avoided.
The Palladium-Catalyzed Cross-Coupling Reaction of Organosilicon Compounds with Allylic Carbonates or Diene Monoxides
Matsuhashi, Hayao,Asai, Satoshi,Hirabayashi, Kazunori,Hatanaka, Yasuo,Mori, Atsunori,Hiyama, Tamejiro
, p. 1943 - 1952 (2007/10/03)
The cross-coupling reaction of allylic carbonates with organosilanes was found to proceed without fluoride ion activation under mild conditions by using a coordinatively unsaturated palladium complex as a catalyst.The reaction was assumed to proceed through an allylpalladium alkoxide derived from the allylic carbonate substrate and a palladium(0) species, the alkoxo ligand activating the organosilicon reagent.Likewise, diene monoxides also underwent cross-coupling with alkenyl- and arylfluorosilanes in moderate to high yields.