Lewis base-catalyzed anti-selective Mannich-type reaction between trimethylsilyl enolates and aldimines

被引:24
|
作者
Takahashi, E
Fujisawa, H
Mukaiyama, T
机构
[1] Kitasato Inst, Ctr Basic Res, TCI, Kita Ku, Tokyo 1140003, Japan
[2] Kitasato Univ, Kitsato Inst Life Sci, Minato Ku, Tokyo 108864, Japan
关键词
D O I
10.1246/cl.2005.84
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Potassium or ammonium carboxylates catalyzed Mannich-type reaction between trimethylsilyl enolates and aldimines proceeded smoothly to afford the corresponding beta-amino carbonyl compounds in good to high yields with high anti selectivity.
引用
收藏
页码:84 / 85
页数:2
相关论文
共 44 条
  • [1] Lewis base-catalyzed Mannich-type reaction between aldimine and trimethylsilyl enolate
    Fujisawa, H
    Takahashi, E
    Nakagawa, T
    Mukaiyama, T
    CHEMISTRY LETTERS, 2003, 32 (11) : 1036 - 1037
  • [2] Lewis base catalyzed Mannich-type reactions between trimethylsilyl enol ethers and aldimines
    Fujisawa, Hidehiko
    Takahashi, Eiki
    Mukaiyama, Teruaki
    CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (19) : 5082 - 5093
  • [3] Lithium acetate-catalyzed Mannich-type reaction between trimethylsilyl enolates and aldimines in a water-containing DMF
    Takahashi, E
    Fujisawa, H
    Mukaiyama, T
    CHEMISTRY LETTERS, 2004, 33 (07) : 936 - 937
  • [4] Lewis base-catalyzed diastereoselective Mannich-type reaction between ketene silyl acetals and chiral sulfinimines
    Takahashi, E
    Fujisawa, H
    Yanai, T
    Mukaiyama, T
    CHEMISTRY LETTERS, 2005, 34 (04) : 468 - 469
  • [5] Product-catalyzed Mannich-type reaction between trimethylsilyl enolates and N-tosylaldimines
    Takahashi, E
    Fujisawa, H
    Mukaiyama, T
    CHEMISTRY LETTERS, 2004, 33 (11) : 1426 - 1427
  • [6] Acyclic β-amino acid catalyzed asymmetric anti-selective Mannich-type reactions
    Dziedzic, Pawel
    Cordova, Armando
    TETRAHEDRON-ASYMMETRY, 2007, 18 (09) : 1033 - 1037
  • [7] A study of base-catalyzed aldol reaction of trimethylsilyl enolates
    Sutar, R. L.
    Joshi, N. N.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2014, 53 (12): : 1553 - 1560
  • [8] Stereoselective Mannich-type reaction of chlorotitanium α-phenylseleno esters enolates with aromatic aldimines
    Silveira, CC
    Vieira, AS
    Braga, AL
    Russowsky, D
    TETRAHEDRON, 2005, 61 (39) : 9312 - 9318
  • [9] Direct catalytic asymmetric anti-selective Mannich-type reactions
    Ibrahem, I
    Córdova, A
    CHEMICAL COMMUNICATIONS, 2006, (16) : 1760 - 1762
  • [10] Lewis base catalyzed aldol reaction of trimethylsilyl enolates with aldehydes
    Mukaiyama, T
    Fujisawa, H
    Nakagawa, T
    HELVETICA CHIMICA ACTA, 2002, 85 (12) : 4518 - 4531