83413-35-8Relevant academic research and scientific papers
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
Bimetallic η6,η1-and PCP-pincer ruthenium palladium complexes: Synthesis, structure, and catalytic activity
Bonnet, Sylvestre,Lutz, Martin,Spek, Anthony L.,Van Koten, Gerard,Klein Gebbink, Robertus J. M.
experimental part, p. 1157 - 1167 (2010/04/30)
The synthesis of η6,η1 SCS- and PCP-pincer ruthenium palladium complexes [3]+-[6]+ by direct η6-coordination of [Ru(C5R5)]+ (R = H or Me) to the arene ring of η1
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.
Diastereoselective synthesis of substituted 2-phenyltetrahydropyrans as useful precursors of aryl C-glycosides via selenoetherification
Gruttadauria, Michelangelo,Aprile, Carmela,Lo Meo, Paolo,Riela, Serena,Noto, Renato
, p. 681 - 690 (2007/10/03)
The cyclization of several substituted 5-phenyl-pent-4-en-1-ols with selenium electrophiles along some mechanistic considerations is discussed. In particular, an efficient diastereoselective synthesis of a 2,3,5,6-tetrasubstitued tetrahydropyran is report
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.
Palladium-catalyzed cross-coupling reaction of allyl carbonates with organostannanes
Castano, Ana M.,Echavarren, Antonio M.
, p. 6587 - 6590 (2007/10/03)
Allyl carbonates are excellent substrates for the palladium(0)-catalyzed coupling reaction with stannanes under very mild conditions. The reaction proceeds via (η3-allyl)palladium complexes which undergo syn-anti equilibration with a rate simil
Palladium-Catalyzed Coupling of Allylic Acetates with Aryl- and Vinylstannanes
Valle, L. Del,Stille, J. K.,Hegedus, L. S.
, p. 3019 - 3023 (2007/10/02)
The palladium-catalyzed reaction of allyl acetates with aryl- and vinyltin reagents gave good yields of cross-coupled products.The reaction was mild and tolerant of functionality (CO2R, OH, OSiR3, OMe) in the tin reagent.Inversion of stereochemistry at the acetate center was observed, with retention of the geometry of the olefin of the allyl group and with exclusive coupling at the primary position.Retention of geometry of the olefin in the vinyltin reagents was also observed.
PALLADIUM CATALYZED COUPLING OF ORGANOSTANNANES WITH VINYL EPOXIDES
Tueting, David R.,Echavarren, Antonio M.,Stille, J. K.
, p. 979 - 992 (2007/10/02)
The coupling reaction of organotin reagents with vinyl epoxides, catalyzed by palladium, takes place at ambient temperatures, regioselectively, giving predominately the 1,4-addition product.Both aryl- and vinylstannanes undergo coupling in high yields, wh
