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
  • [21] Lewis base-catalyzed Strecker-type reaction between trimethylsilyl cyanide and N-tosylimines in water-containing DMF
    Takahashi, E
    Fujisawa, H
    Yanai, T
    Mukaiyama, T
    CHEMISTRY LETTERS, 2005, 34 (03) : 318 - 319
  • [22] Lewis base-catalyzed Michael reactions between trimethylsilyl enolate and α,β-unsaturated carbonyl compounds
    Nakagawa, T
    Fujisawa, H
    Nagata, Y
    Mukaiyama, T
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2005, 78 (02) : 236 - 246
  • [23] Lewis base-catalyzed Michael reactions between trimethylsilyl enolate and α,β-unsaturated carbonyl compounds
    Nakagawa, Takashi
    Fujisawa, Hidehiko
    Nagata, Yuzo
    Mukaiyama, Teruaki
    Bull. Chem. Soc. Jpn., 2 (236-246):
  • [24] A Highly Enantioselective Mannich-Type Reaction of Glycine Schiff Base Catalyzed by a Cinchoninium Salt
    Tao, Zhonglin
    Adele, Arafate
    Wu, Xiang
    Gong, Liuzhu
    CHINESE JOURNAL OF CHEMISTRY, 2014, 32 (10) : 969 - 973
  • [25] The chemistry of trichlorosilyl enolates. 6. Mechanistic duality in the Lewis base-catalyzed aldol addition reaction
    Denmark, SE
    Su, XP
    Nishigaichi, Y
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (49) : 12990 - 12991
  • [26] Chemistry of trichlorosilyl enolates. 6. Mechanistic duality in the Lewis base-catalyzed aldol addition reaction
    Denmark, Scott E.
    Su, Xiping
    Nishigaichi, Yutaka
    Journal of the American Chemical Society, 1998, 120 (49):
  • [27] Mechanism Switch in Mannich-Type Reactions: ELF and NCI Topological Analyses of the Reaction between Nitrones and Lithium Enolates
    Roca-Lopez, David
    Polo, Victor
    Tejero, Tomas
    Merino, Pedro
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (19) : 4143 - 4152
  • [29] Direct anti-Selective Catalytic Asymmetric Mannich-Type Reactions of α-Ketoanilides for the Synthesis of γ-Amino Amides and Azetidine-2-amides
    Xu, Yingjie
    Lu, Gang
    Matsunaga, Shigeki
    Shibasaki, Masakatsu
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (18) : 3353 - 3356
  • [30] A novel Mannich-type reaction: lanthanide triflate-catalyzed reactions of N-(a-aminoalkyl)benzotriazoles with silyl enolates
    Kobayashi, S.
    Ishitani, H.
    Komiyama, S.
    Oniciu, D. C.
    Tetrahedron Letters, 37 (21):