Quaternary ammonium dendrimers as Lewis base catalysts for Mukaiyama-Aldol reaction

被引:12
|
作者
Mizugaki, T
Hetrick, CE
Murata, M
Ebitani, K
Amiridis, MD
Kaneda, K
机构
[1] Osaka Univ, Grad Sch Engn Sci, Dept Mat Engn Sci, Toyonaka, Osaka 5608531, Japan
[2] Univ S Carolina, Dept Chem Engn, Columbia, SC 29208 USA
关键词
D O I
10.1246/cl.2005.420
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Surface-alkylated poly(propylene imine) dendrimer was treated with methyl iodide to afford quaternarized ammonium iodide dendrimer. The quaternarized dendrimer catalyzed the Mukaiyama-Aldol reaction of trimethylsilyl acetal with various aldehydes as a Lewis base in apolar toluene solvent.
引用
收藏
页码:420 / 421
页数:2
相关论文
共 50 条
  • [31] Asymmetric catalytic Friedel-Crafts reaction of silyl enol ethers with fluoral: A possible mechanism of the Mukaiyama-Aldol reactions
    Ishii, A
    Kojima, J
    Mikami, K
    ORGANIC LETTERS, 1999, 1 (12) : 2013 - 2016
  • [32] Tetranuclear Hafnium(TV) and Zirconium(IV) Cationic Complexes Sandwiched between Two Di-Lacunary Species of α-Keggin Polyoxometalates: Lewis Acid Catalysis of the Mukaiyama-Aldol Reaction
    Nomiya, Kenji
    Ohta, Kazuaki
    Sakai, Yoshitaka
    Hosoya, Taka-aki
    Ohtake, Atsushi
    Takakura, Akira
    Matsunaga, Satoshi
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2013, 86 (07) : 800 - 812
  • [33] Efficient Mukaiyama aldol reaction by silver(I) carboxylate-bis(phosphine) catalysts
    Ohkouchi, M
    Masui, D
    Yamaguchi, M
    Yamagishi, T
    NIPPON KAGAKU KAISHI, 2002, (02) : 223 - 229
  • [34] Lewis base catalyzed aldol reaction of trimethylsilyl enolates with aldehydes
    Mukaiyama, T
    Fujisawa, H
    Nakagawa, T
    HELVETICA CHIMICA ACTA, 2002, 85 (12) : 4518 - 4531
  • [35] Copper complex featuring Cation-Excess alternation counterion catalyzing Mukaiyama-Aldol reaction of ketene silyl acetals and ketones
    Tanishima, Hiroto
    Murakami, Ryo
    Inagaki, Fuyuhiko
    TETRAHEDRON LETTERS, 2022, 100
  • [36] A Cu-BOX catalysed enantioselective Mukaiyama-aldol reaction with difluorinated silyl enol ethers and acylpyridine N-oxides
    Sanz-Marco, Amparo
    Esperilla, Daniel
    Montesinos-Magraner, Marc
    Vila, Carlos
    Carmen Munoz, M.
    Pedro, Jose R.
    Blay, Gonzalo
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2023, 21 (02) : 345 - 350
  • [37] Synthesis and application of tin triflate-containing MCM-41 as heterogeneous Lewis acid catalysts for the Mukaiyama aldol reaction at room temperature
    Saito, Masakazu
    Ikeda, Hikaru
    Horiuchi, Yu
    Matsuoka, Masaya
    RESEARCH ON CHEMICAL INTERMEDIATES, 2014, 40 (01) : 87 - 96
  • [38] Synthesis and application of tin triflate-containing MCM-41 as heterogeneous Lewis acid catalysts for the Mukaiyama aldol reaction at room temperature
    Masakazu Saito
    Hikaru Ikeda
    Yu Horiuchi
    Masaya Matsuoka
    Research on Chemical Intermediates, 2014, 40 : 87 - 96
  • [39] Iron-Modified Mesoporous Silica as an Efficient Solid Lewis Acid Catalyst for the Mukaiyama Aldol Reaction
    Xu, Wan
    Ollevier, Thierry
    Kleitz, Freddy
    ACS CATALYSIS, 2018, 8 (03): : 1932 - 1944
  • [40] Highly stereoselective construction of adjacent tetrasubstituted carbon stereogenic centres via an organocatalytic Mukaiyama-aldol reaction of monofluorinated silyl enol ethers to isatins
    Liu, Yun-Lin
    Liao, Fu-Min
    Niu, Yan-Fei
    Zhao, Xiao-Li
    Zhou, Jian
    ORGANIC CHEMISTRY FRONTIERS, 2014, 1 (07): : 742 - 747