Functionalized chiral ionic liquids as highly efficient asymmetric organocatalysts for Michael addition to nitroolefins

被引：461
|
作者：
Luo, Sanzhong [1 ]
Mi, Xueling
Zhang, Long
Liu, Song
Xu, Hui
Cheng, Jin-Pei
机构：
[1] Chinese Acad Sci, Inst Chem, Ctr Mol Sci, Beijing 100080, Peoples R China
[2] Nankai Univ, Dept Chem, Tianjin 300071, Peoples R China
[3] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 19期
关键词：
asymmetric catalysis; ionic liquids; Michael addition; nitroalkenes; organocatalysis;
D O I：
10.1002/anie.200600048
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(Chemical Equation Presented) Catalytic combination: By combining the advantages of organocatalysts and ionic liquids, a functionalized chiral ionic liquid such as 1 can act as a highly efficient and reusable organocatalyst for the asymmetric Michael addition reaction of ketones and aldehydes with nitroalkenes. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：3093 / 3097
页数：5
相关论文
共 50 条
  • [41] Asymmetric Michael Reaction of Acetaldehyde with Nitroolefins Catalyzed by Highly Water-Compatible Organocatalysts in Aqueous Media
    Qiao, Yupu
    He, Junpeng
    Ni, Bukuo
    Headley, Allan D.
    ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (14-15) : 2849 - 2853
  • [42] Highly efficient asymmetric organocatalytic Michael addition of α,α-disubstituted aldehydes to nitroolefins under solvent-free conditions
    He, Junpeng
    Chen, Qiankun
    Ni, Bukuo
    TETRAHEDRON LETTERS, 2014, 55 (19) : 3030 - 3032
  • [43] Asymmetric organocatalyzed Michael addition of aldehydes to β-nitrostyrene in ionic liquids
    Meciarova, Maria
    Toma, Stefan
    Sebesta, Radovan
    TETRAHEDRON-ASYMMETRY, 2009, 20 (20) : 2403 - 2406
  • [44] Asymmetric Conjugate Addition of Acetylacetone to Nitroolefins with Chiral Organocatalysts Derived from Both α-Amino Acids and Carbohydrates
    Pu, Xuewei
    Li, Penghui
    Peng, Fangzhi
    Li, Xiaojiao
    Zhang, Hongbin
    Shao, Zhihui
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (27) : 4622 - 4626
  • [45] Resin-immobilized pyrrolidine-based chiral organocatalysts for asymmetric Michael additions of ketones and aldehydes to nitroolefins
    Zhang, Richeng
    Yin, Guohui
    Li, Yang
    Yan, Xilong
    Chen, Ligong
    RSC ADVANCES, 2015, 5 (05) : 3461 - 3464
  • [46] Highly Enantioselective Michael Addition of Dithiomalonates to Nitroolefins Catalyzed by New Bifunctional Chiral Thioureas
    Yuan, Jia-Ni
    Liu, Hui-Xia
    Tian, Qin-Qin
    Ji, Nan
    Shen, Kuo
    He, Wei
    SYNTHESIS-STUTTGART, 2018, 50 (13): : 2577 - 2586
  • [47] Chiral ionic Bronsted acid-achiral Bronsted base synergistic catalysis for asymmetric sulfa-Michael addition to nitroolefins
    Uraguchi, Daisuke
    Kinoshita, Natsuko
    Nakashima, Daisuke
    Ooi, Takashi
    CHEMICAL SCIENCE, 2012, 3 (11) : 3161 - 3164
  • [48] Highly efficient asymmetric Michael addition of aldehydes to nitroalkenes with 4,5-methano-L-proline as organocatalysts
    Yu, Han
    Liu, Mouming
    Han, Sheng
    TETRAHEDRON, 2014, 70 (44) : 8380 - 8384
  • [49] A Novel Recyclable Organocatalytic System for the Highly Asymmetric Michael Addition of Aldehydes to Nitroolefins in Water
    Sarkar, Dhruba
    Bhattarai, Ramesh
    Headley, Allan D.
    Ni, Bukuo
    SYNTHESIS-STUTTGART, 2011, (12): : 1993 - 1997
  • [50] A Recyclable Organocatalyst for Asymmetric Michael Addition of Acetone to Nitroolefins
    Lu, Aidang
    Liu, Tao
    Wu, Ronghua
    Wang, Youming
    Wu, Guiping
    Zhou, Zhenghong
    Fang, Jianxin
    Tang, Chuchi
    JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (10): : 3872 - 3879
12345