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
  • [1] Pd-catalyzed allylation of CH acids under phase-transfer conditions
    Vasil'ev, A. A.
    Lyubimov, S. E.
    Serebryakov, E. P.
    Davankov, V. A.
    Struchkova, M. I.
    Zlotin, S. G.
    RUSSIAN CHEMICAL BULLETIN, 2010, 59 (03) : 605 - 610
  • [2] COPPER(I) AND PHASE-TRANSFER CATALYZED ALLYLATION OF ALKYNES
    GRUSHIN, VV
    ALPER, H
    JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (07): : 2188 - 2192
  • [3] Asymmetric cyclopropanation reaction under phase-transfer catalyzed conditions
    Arai, S
    Nakayama, K
    Ishida, T
    Shioiri, T
    TETRAHEDRON LETTERS, 1999, 40 (22) : 4215 - 4218
  • [4] MONALKYLATION OF ISOPROPYLIDENE MALONATE UNDER PHASE-TRANSFER CATALYZED CONDITIONS
    PATIL, SV
    MANE, RB
    SALUNKHE, MM
    CHEMISTRY & INDUSTRY, 1991, (01) : 24 - 24
  • [5] Stereoselective synthesis of dihydrofurans under phase-transfer catalyzed conditions
    Arai, S
    Nakayama, K
    Suzuki, Y
    Hatano, K
    Shioiri, T
    TETRAHEDRON LETTERS, 1998, 39 (52) : 9739 - 9742
  • [6] SYNTHESIS OF ISOPROPYLIDENE DIALKYLMALONATES UNDER PHASE-TRANSFER CATALYZED CONDITIONS
    CHAN, CC
    HUANG, X
    SYNTHESIS-STUTTGART, 1982, (06): : 452 - 454
  • [7] SYNTHESIS OF SULFONIC ESTERS UNDER PHASE-TRANSFER CATALYZED CONDITIONS
    SZEJA, W
    SYNTHESIS-STUTTGART, 1979, (10): : 822 - 823
  • [8] Pd-Catalyzed Dearomative Allylation of Benzyl Phosphates
    Komatsuda, Masaaki
    Muto, Kei
    Yamaguchi, Junichiro
    ORGANIC LETTERS, 2018, 20 (14) : 4354 - 4357
  • [9] Asymmetric alkylation reaction of α-fluorotetralone under phase-transfer catalyzed conditions
    Arai, S
    Oku, M
    Ishida, T
    Shioiri, T
    TETRAHEDRON LETTERS, 1999, 40 (37) : 6785 - 6789
  • [10] Catalytic asymmetric epoxidation of enones under phase-transfer catalyzed conditions
    Arai, S
    Tsuge, H
    Oku, M
    Miura, M
    Shioiri, T
    TETRAHEDRON, 2002, 58 (08) : 1623 - 1630