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

被引:375
|
作者
Connon, Stephen J. [1 ]
机构
[1] Univ Dublin Trinity Coll, Dept Chem, Ctr Synth & Chem Biol, Dublin 2, Ireland
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] Asymmetric Substitution Reactions Catalyzed by a Chiral Phosphoric Acid
    Kuroda, Yusuke
    Harada, Shingo
    Yamada, Ken-ichi
    Takasu, Kiyosei
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2018, 76 (04) : 325 - 335
  • [22] Organocatalysts based on natural and modified amino acids for asymmetric reactions
    Kamanna, Kantharaju
    PHYSICAL SCIENCES REVIEWS, 2022, 7 (4-5) : 429 - 467
  • [23] Asymmetric Addition of Pyrazolones to Allenamides Catalyzed by a Chiral Phosphoric Acid
    Yang, Kai
    Bao, Xiaoze
    Liu, Siyuan
    Xu, Jingnan
    Qu, Jingping
    Wang, Baomin
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (46) : 6469 - 6473
  • [24] New organocatalysts for the asymmetric reduction of imines with trichlorosilane
    Malkov, Andrei V.
    Vrankova, Kvetoslava
    Sigerson, Ralph C.
    Stoncius, Sigitas
    Kocovsky, Pavel
    TETRAHEDRON, 2009, 65 (45) : 9481 - 9486
  • [25] Chiral N-phosphoryl imines: design, synthesis and direct asymmetric addition reactions with diketones and diesters
    Sun, Hao
    Rajale, Trideep
    Pan, Yi
    Li, Guigen
    TETRAHEDRON LETTERS, 2010, 51 (33) : 4403 - 4407
  • [26] Applications of Chiral Phosphine-Based Organocatalysts in Catalytic Asymmetric Reactions
    Wei, Yin
    Shi, Min
    CHEMISTRY-AN ASIAN JOURNAL, 2014, 9 (10) : 2720 - 2734
  • [27] Chiral Thiazolidine based Organocatalysts: Synthesis and Application in Asymmetric Aldol Reactions
    Felix, Ana Rita G.
    Simoes, Pedro R. D.
    Sousa, Francisco J. P. M.
    Silva Serra, M. Elisa
    Murtinho, Dina
    LETTERS IN ORGANIC CHEMISTRY, 2020, 17 (05) : 372 - 380
  • [28] Catalytic enantioselective decarboxylative nucleophilic addition reactions using chiral organocatalysts
    Hyodo, Kengo
    Nakamura, Shuichi
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2020, 18 (15) : 2781 - 2792
  • [29] Chiral BINOL-derived phosphoric acids: privileged Bronsted acid organocatalysts for C-C bond formation reactions
    Zamfir, Alexandru
    Schenker, Sebastian
    Freund, Matthias
    Tsogoeva, Svetlana B.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2010, 8 (23) : 5262 - 5276
  • [30] Planar and central chiral [2.2]paracyclophanes as powerful catalysts for asymmetric 1,2-addition reactions
    Bräse, S
    Dahmen, S
    Höfener, S
    Lauterwasser, F
    Kreis, M
    Ziegert, RE
    SYNLETT, 2004, (15) : 2647 - 2669