Protonated N′-benzyl-N′-prolyl proline hydrazide as highly enantioselective catalyst for direct asymmetric aldol reaction

被引:73
作者
Cheng, CL
Sun, J [1 ]
Wang, C
Zhang, Y
Wei, SY
Jiang, F
Wu, YD
机构
[1] Chinese Acad Sci, Chengdu Inst Biol, Chengdu 610041, Peoples R China
[2] Peking Univ, Coll Chem, Beijing 100871, Peoples R China
[3] Hong Kong Univ Sci & Technol, Dept Chem, Kowloon, Hong Kong, Peoples R China
[4] Chinese Acad Sci, Chengdu Inst Organ Chem, Chengdu 610041, Peoples R China
[5] Chinese Acad Sci, Grad Sch, Beijing, Peoples R China
关键词
D O I
10.1039/b511992h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Protonated N'-benzyl-N'-L-prolyl-L-proline hydrazide has been developed as a highly enantioselective catalyst for the asymmetric direct aldol reaction of aromatic aldehydes with ketones.
引用
收藏
页码:215 / 217
页数:3
相关论文
共 28 条
  • [1] The direct catalytic asymmetric cross-aldol reaction of aldehydes
    Alcaide, B
    Almendros, P
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (08) : 858 - 860
  • [2] Proline-derived N-sullfonylcarboxamides:: Readily available, highly enantioselective and versatile catalysts for direct aldol reactions
    Berkessel, A
    Koch, B
    Lex, J
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (9-10) : 1141 - 1146
  • [3] Direct catalytic asymmetric aldol reactions of aldehydes
    Bogevig, A
    Kumaragurubaran, N
    Jorgensen, KA
    [J]. CHEMICAL COMMUNICATIONS, 2002, (06) : 620 - 621
  • [4] A new integral equation formalism for the polarizable continuum model: Theoretical background and applications to isotropic and anisotropic dielectrics
    Cances, E
    Mennucci, B
    Tomasi, J
    [J]. JOURNAL OF CHEMICAL PHYSICS, 1997, 107 (08) : 3032 - 3041
  • [5] Organocatalysis with proline derivatives: improved catalysts for the asymmetric Mannich, nitro-Michael and aldol reactions
    Cobb, AJA
    Shaw, DM
    Longbottom, DA
    Gold, JB
    Ley, SV
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2005, 3 (01) : 84 - 96
  • [6] Plausible origins of homochirality in the amino acid catalyzed neogenesis of carbohydrates
    Córdova, A
    Engqvist, M
    Ibrahem, I
    Casas, J
    Sundén, H
    [J]. CHEMICAL COMMUNICATIONS, 2005, (15) : 2047 - 2049
  • [7] Proline-catalyzed one-step asymmetric synthesis of 5-hydroxy-(2E)-hexenal from acetaldehyde
    Córdova, A
    Notz, W
    Barbas, CF
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (01) : 301 - 303
  • [8] ENDER D, 2005, ANGEW CHEM INT EDIT, V44, P2
  • [9] *GAUSS INC, 2004, GAUSS 03 PROGR GAUSS
  • [10] Direct organocatalytic asymmetric α-chlorination of aldehydes
    Halland, N
    Braunton, A
    Bachmann, S
    Marigo, M
    Jorgensen, KA
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (15) : 4790 - 4791