Pd-catalyzed allylation of CH acids under phase-transfer conditions

被引:0
|
作者
A. A. Vasil’ev
S. E. Lyubimov
E. P. Serebryakov
V. A. Davankov
M. I. Struchkova
S. G. Zlotin
机构
[1] Russian Academy of Sciences,N. D. Zelinsky Institute of Organic Chemistry
[2] Russian Academy of Sciences,A. N. Nesmeyanov Institute of Organoelement Compounds
来源
Russian Chemical Bulletin | 2010年 / 59卷
关键词
Key words; allylation, CH acids; Pd complexes; cross-coupling; phosphordiamidites; ligands; phase-transfer conditions; Tsuji—Trost reaction;
D O I
暂无
中图分类号
学科分类号
摘要
The composition of the products obtained by Pd-catalyzed allylation of diethyl (alkyl)-malonates and ethyl cyanoacetate with allylic acetates under phase-transfer conditions using potassium carbonate or phosphate as bases depended strongly on the nature of the reactants and the ligands used. The highest yields and the fraction of the “linear” regioisomers were achieved in the reactions of prenyl or 3-methylbut-1-en-3-yl acetates in the presence of phosphordiamidite ligands.
引用
收藏
页码:605 / 610
页数:5
相关论文
共 50 条
  • [41] Phase-transfer Tsuji—Trost allylation of CH-acids with the assistance of palladium complexes with bidentate PIII—N—PIII ligands
    A. A. Vasil´ev
    I. M. Aladzheva
    O. V. Bykhovskaya
    Russian Chemical Bulletin, 2017, 66 : 661 - 665
  • [42] THE PHASE-TRANSFER CATALYZED SYNTHESIS OF ESTERS OF CARBOXYLIC-ACIDS
    SZEJA, W
    SYNTHESIS-STUTTGART, 1980, (05): : 402 - 403
  • [43] OXIDATION OF CH-BONDS UNDER PHASE-TRANSFER CATALYSIS
    ARTAMKINA, GA
    BELETSKAYA, IP
    ZHURNAL VSESOYUZNOGO KHIMICHESKOGO OBSHCHESTVA IMENI D I MENDELEEVA, 1986, 31 (02): : 196 - 202
  • [44] Pd-catalyzed arylation of cyclic and spirocyclic diamines under aerobic conditions
    Reilly, Sean
    Mach, Robert
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253
  • [45] Enantioselective Pd-catalyzed allylation reaction of fluorinated silyl enol ethers
    Belanger, Etienne
    Cantin, Katy
    Messe, Olivier
    Tremblay, Melanie
    Paquin, Jean-Francois
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (05) : 1034 - 1035
  • [46] Enantioselective Pd-catalyzed allylation reaction of fluorinated silyl enol ethers
    Belanger, Etienne
    Cantin, Katy
    Messe, Olivier
    Tremblay, Melanie
    Paquin, Jean-Francois
    Journal of the American Chemical Society, 2007, 129 (05): : 1034 - 1035
  • [47] LANTHANIDE-PROMOTED AND NICKEL CYANIDE CATALYZED CARBONYLATION REACTIONS UNDER PHASE-TRANSFER CONDITIONS
    AMER, I
    ALPER, H
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (03) : 927 - 930
  • [48] COBALT CATALYZED CARBONYLATION OF ORGANIC HALIDES UNDER SOLID-LIQUID PHASE-TRANSFER CONDITIONS
    KANTAM, ML
    REDDY, NP
    CHOUDARY, BM
    SYNTHETIC COMMUNICATIONS, 1990, 20 (17) : 2631 - 2640
  • [49] PHASE-TRANSFER CATALYZED ACYLATION
    ILLI, VO
    TETRAHEDRON LETTERS, 1979, (26) : 2431 - 2432
  • [50] PALLADIUM-(II)-CATALYZED CARBONYLATION OF AROMATIC HALIDES UNDER CONDITIONS OF PHASE-TRANSFER CATALYSIS
    HUANG, X
    WU, JL
    CHEMISTRY & INDUSTRY, 1990, (17) : 548 - 548