Organocatalytic asymmetric Mannich reaction

被引:0
|
作者
Ma Jingjun [1 ]
Li Ning [1 ,2 ]
Wu Qiuhua [1 ]
Zhou Xin [1 ]
Zang Xiaohuan [1 ]
Wang Chun [1 ]
机构
[1] Agr Univ Hebei, Coll Sci, Hebei Key Lab Bioinorgan Chem, Baoding 071001, Peoples R China
[2] Agr Univ Hebei, Coll Food Sci & Technol, Baoding 071001, Peoples R China
关键词
organocatalysis; enantioselectivity; asymmetric Mannich reaction;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Organocatalytic asymmetric reaction is an increasingly active area in organic synthesis. Asymmetric Mannich reaction is a powerful tool for the synthesis of beta-amino-carbonyl compounds. The reported organocatalyst for asymmetric Mannich reaction includes proline derivatives, chiral phosphoric acids, chiral ( thio) urea derivatives, cinchona alkaloids etc. which can catalyze the asymmetric Mannich reaction with high catalytic activity and excellent enantioselectivity. The applications of various organocatalysts in asymmetric Mannich reaction are reviewed in this paper. The reaction mechanism, catalytic activity and the asymmetric induction influenced by the structure of organocatalysts and the reaction condition are also discussed.
引用
收藏
页码:76 / 86
页数:11
相关论文
共 43 条
  • [1] New strategies for organic catalysis: The first highly enantioselective organocatalytic Diels-Alder reaction
    Ahrendt, KA
    Borths, CJ
    MacMillan, DWC
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (17) : 4243 - 4244
  • [2] Enantioselective Mannich-type reaction catalyzed by a chiral bronsted acid derived from TADDOL
    Akiyama, T
    Saitoh, Y
    Morita, H
    Fuchibe, K
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (11-13) : 1523 - 1526
  • [3] Enantioselective Mannich-type reaction catalyzed by a chiral Bronsted acid
    Akiyama, T
    Itoh, J
    Yokota, K
    Fuchibe, K
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (12) : 1566 - 1568
  • [4] Recent progress in chiral Bronsted acid catalysis
    Akiyama, Takahiko
    Itoh, Junji
    Fuchibe, Kohei
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (09) : 999 - 1010
  • [5] [Anonymous], ACC CHEM RES
  • [6] Berkessel A, 2005, ASYMMETRIC ORGANOCATALYSIS: FROM BIOMIMETIC CONCEPTS TO APPLICATIONS IN ASYMMETRIC SYNTHESIS, P1, DOI 10.1002/3527604677
  • [7] Protonated chiral catalysts: Versatile tools for asymmetric synthesis
    Bolm, C
    Rantanen, T
    Schiffers, I
    Zani, L
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (12) : 1758 - 1763
  • [8] Pipecolic acid-catalyzed direct asymmetric Mannich reactions
    Cheong, PHY
    Zhang, HL
    Thayumanavan, R
    Tanaka, F
    Houk, KN
    Barbas, CF
    [J]. ORGANIC LETTERS, 2006, 8 (05) : 811 - 814
  • [9] Asymmetric synthesis of quaternary α- and β-amino acids and β-lactams via proline-catalyzed Mannich reactions with branched aldehyde donors
    Chowdari, NS
    Suri, JT
    Barbas, CF
    [J]. ORGANIC LETTERS, 2004, 6 (15) : 2507 - 2510
  • [10] Chowdari NS, 2003, SYNLETT, P1906