Catalytic enantioselective Michael addition of 1,3-dicarbonyl compounds to nitroalkenes catalyzed by well-defined chiral Ru amido complexes

被引:145
|
作者
Watanabe, M [1 ]
Ikagawa, A [1 ]
Wang, H [1 ]
Murata, K [1 ]
Ikariya, T [1 ]
机构
[1] Tokyo Inst Technol & Frontier Collaborat Res Ctr, Grad Sch Sci & Engn, Dept Appl Chem, Meguro Ku, Tokyo 1528552, Japan
关键词
D O I
10.1021/ja046296g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Well-defined chiral Ru amido complexes promoted asymmetric Michael addition of 1,3-dicarbonyl compounds including malonates, β-keto esters, and 1,3-diketones to nitroalkenes to give the corresponding adducts with excellent ees and in excellent yields. Copyright © 2003 American Chemical Society.
引用
收藏
页码:11148 / 11149
页数:2
相关论文
共 50 条
  • [41] Novel chiral hydrogen bond donor catalysts based on a 4,5-diaminoxanthene scaffold: application to enantioselective conjugate addition of 1,3-dicarbonyl compounds to nitroalkenes
    Nemoto, Tetsuhiro
    Obuchi, Kazumichi
    Tamura, Shinji
    Fukuyama, Takashi
    Hamada, Yasumasa
    TETRAHEDRON LETTERS, 2011, 52 (09) : 987 - 991
  • [42] Acidic ruthenium PNNP complexes of non-enolized 1,3-dicarbonyl compounds as catalysts for asymmetric Michael addition
    Santoro, Francesco
    Althaus, Martin
    Bonaccorsi, Cristina
    Gischig, Sebastian
    Mezzetti, Antonio
    ORGANOMETALLICS, 2008, 27 (15) : 3866 - 3878
  • [43] FeCl3-catalyzed addition of 1,3-dicarbonyl compounds to aromatic olefins
    Kischel, Jette
    Michalik, Dirk
    Zapf, Alexander
    Beller, Matthias
    CHEMISTRY-AN ASIAN JOURNAL, 2007, 2 (07) : 909 - 914
  • [44] Regioselective Rhodium-Catalyzed Addition of 1,3-Dicarbonyl Compounds to Terminal Alkynes
    Beck, Thorsten M.
    Breit, Bernhard
    ORGANIC LETTERS, 2016, 18 (01) : 124 - 127
  • [45] Chiral squaramide as multiple H-bond donor organocatalysts for the asymmetric Michael addition of 1,3-dicarbonyl compounds to nitroolefins
    Dong, Ze
    Qiu, Guofu
    Zhou, Hai-Bing
    Dong, Chune
    TETRAHEDRON-ASYMMETRY, 2012, 23 (22-23) : 1550 - 1556
  • [46] N-Heterocyclic Carbene-Catalyzed Michael Additions of 1,3-Dicarbonyl Compounds
    Boddaert, Thomas
    Coquerel, Yoann
    Rodriguez, Jean
    CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (07) : 2266 - 2271
  • [47] BiCl3 or CdI2 catalyzed Michael addition of 1,3-dicarbonyl compounds under microwave irradiations
    Baruah, B
    Boruah, A
    Prajapati, D
    Sandhu, JS
    TETRAHEDRON LETTERS, 1997, 38 (08) : 1449 - 1450
  • [48] Addition of 1,3-dicarbonyl compounds to terminal alkynes catalyzed by a cationic cobalt(iii) complex
    Sau, Mohan Chandra
    Bhattacharjee, Manish
    RSC ADVANCES, 2020, 10 (59) : 36014 - 36019
  • [49] Rhodium/Lewis Acid Catalyzed Regioselective Addition of 1,3-Dicarbonyl Compounds to Internal Alkynes
    Zheng, Wei-Feng
    Xu, Qu-Jing
    Kang, Qiang
    ORGANOMETALLICS, 2017, 36 (12) : 2323 - 2330
  • [50] Indium(III) chloride catalyzed conjugate addition of 1,3-dicarbonyl compounds to α,β-unsaturated ketones
    Yadav, JS
    Geetha, V
    Reddy, BVS
    SYNTHETIC COMMUNICATIONS, 2002, 32 (22) : 3519 - 3524