Chiral phosphoric acids: Powerful organocatalysts for asymmetric addition reactions to imines

被引：376
作者：
Connon, Stephen J. [1 ]
机构：
[1] Univ Dublin Trinity Coll, Dept Chem, Ctr Synth & Chem Biol, Dublin 2, Ireland
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 24期
关键词：
amines; asymmetric synthesis; enantioselectivity; organocatalysis; phosphorus;
D O I：
10.1002/anie.200600529
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(Chemical Equation Presented) Loaded with potential: The enormous potential of chiral phosphoric acids (see formulae) as promoters of novel, highly enantioselective addition reactions to imines under mild conditions has recently been recognized. The use of such catalysts has brought about the development of a number of new asymmetric reactions for the synthesis of amine-based chiral building blocks. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：3909 / 3912
页数：4
相关论文
共 50 条
  • [21] Enantioselective Addition of Thiols to ortho-Quinone Methides Catalyzed by Chiral Phosphoric Acids
    Lai, Zengwei
    Sun, Jianwei
    SYNLETT, 2016, 27 (04) : 555 - 558
  • [22] Asymmetric Photocatalysis Enabled by Chiral Organocatalysts
    Yao, Wang
    Bazan-Bergamin, Emmanuel A.
    Ngai, Ming-Yu
    CHEMCATCHEM, 2022, 14 (01)
  • [23] A Powerful Chiral Phosphoric Acid Catalyst for Enantioselective Mukaiyama-Mannich Reactions
    Zhou, Fengtao
    Yamamoto, Hisashi
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (31) : 8970 - 8974
  • [24] Asymmetric Fluorination Reactions promoted by Chiral Hydrogen Bonding-based Organocatalysts
    Auria-Luna, Fernando
    Mohammadi, Somayeh
    Divar, Masoumeh
    Gimeno, M. Concepcion
    Herrera, Raquel P.
    ADVANCED SYNTHESIS & CATALYSIS, 2020, 362 (23) : 5275 - 5300
  • [25] Chiral Phosphoric Acids as Versatile Tools for Organocatalytic Asymmetric Transfer Hydrogenations
    Palvolgyi, Adam Mark
    Scharinger, Fabian
    Schnuerch, Michael
    Bica-Schroeder, Katharina
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 2021 (38) : 5367 - 5381
  • [26] Functionalized chiral ionic liquids as highly efficient asymmetric organocatalysts for Michael addition to nitroolefins
    Luo, Sanzhong
    Mi, Xueling
    Zhang, Long
    Liu, Song
    Xu, Hui
    Cheng, Jin-Pei
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (19) : 3093 - 3097
  • [27] Unmodified Primary Amine Organocatalysts for Asymmetric Michael Reactions in Aqueous Media
    Rogozinska-Szymczak, Maria
    Mlynarski, Jacek
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (27) : 6047 - 6051
  • [28] Design, synthesis, and evaluation of chiral thiophosphorus acids as organocatalysts
    Winters, Karen R.
    Montchamp, Jean-Luc
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2022, 18 : 1471 - 1478
  • [29] Stereodivergency in Catalytic Asymmetric Conjugate Addition Reactions of Glycine (Ket)imines
    Kim, Hun Young
    Li, Jian-Yuan
    Kim, Sungkyung
    Oh, Kyungsoo
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (51) : 20750 - 20753
  • [30] Asymmetric Cyclization Reactions of Allenoates with Imines or α,β-Unsaturated Ketones Catalyzed by Organocatalysts Derived from Cinchona Alkaloids
    Pei, Cheng-Kui
    Shi, Min
    CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (22) : 6712 - 6716
12345