AgOAc catalyzed asymmetric [3+2] cycloaddition of azomethine ylides with chiral ferrocene derived P,S ligands

被引：71
|
作者：
Zeng, Wei [1 ]
Zhou, Yong-Gui [1 ]
机构：
[1] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
来源：
TETRAHEDRON LETTERS | 2007年 / 48卷 / 26期
基金：
中国国家自然科学基金;
关键词：
D O I：
10.1016/j.tetlet.2007.04.101
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Ferrocene derived P,S-heterodonor ligands were effectively used in AgOAc catalyzed asymmetric cycloaddition of azomethine ylides. The roles of planar chirality and electronic properties of the phosphorous substituents have been examined, and up to 93% ee was obtained. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4619 / 4622
页数：4
相关论文
共 50 条
  • [1] Bifunctional AgOAc-catalyzed asymmetric [3+2] cycloaddition of azomethine ylides
    Zeng, W
    Zhou, YG
    ORGANIC LETTERS, 2005, 7 (22) : 5055 - 5058
  • [2] Chiral ferrocenyl P,S-ligands for highly efficient copper-catalyzed asymmetric [3+2] cycloaddition of azomethine ylides
    Han, Fu-Zhong
    Yu, Sai-Bo
    Zhang, Cheng
    Hu, Xiang -Ping
    TETRAHEDRON, 2016, 72 (21) : 2616 - 2622
  • [3] New chiral ferrocenyl P,S-ligands for highly diastereo- and enantioselective Ag(I)-catalyzed asymmetric [3+2] cycloaddition of azomethine ylides
    Han, Mei-Ling
    Wang, Dao-Yong
    Zeng, Pei-Wei
    Zheng, Zhuo
    Hu, Xiang-Ping
    TETRAHEDRON-ASYMMETRY, 2012, 23 (3-4) : 306 - 312
  • [4] CuI-Catalyzed Asymmetric [3+2] Cycloaddition of Azomethine Ylides with Cyclobutenones
    Corpas, Javier
    Ponce, Alberto
    Adrio, Javier
    Carretero, Juan C.
    ORGANIC LETTERS, 2018, 20 (11) : 3179 - 3182
  • [5] Asymmetric [3+2] Cycloaddition of Azomethine Ylides Catalyzed by Silver(I) Triflate with a Chiral Bipyrrolidine-Derived Phosphine Ligand
    Gu, Xin
    Xu, Zhen-Jiang
    Lo, Vanessar Kar-Yan
    Che, Chi-Ming
    SYNTHESIS-STUTTGART, 2012, 44 (21): : 3307 - 3314
  • [6] Zn(II)-catalyzed asymmetric [3+2] cycloaddition of acyclic enones with azomethine ylides
    Kumar, Sundaravel Vivek
    Olusegun, Jeremiah
    Guiry, Patrick J.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2024, 22 (35)
  • [7] Thiourea-catalyzed asymmetric formal [3+2] cycloaddition of azomethine ylides with nitroolefins
    Xie, Jianwu
    Yoshida, Kohzo
    Takasu, Kiyosei
    Takemoto, Yoshiji
    TETRAHEDRON LETTERS, 2008, 49 (48) : 6910 - 6913
  • [8] Ming-Phos/Copper(I)-Catalyzed Asymmetric [3+2] Cycloaddition of Azomethine Ylides with Nitroalkenes
    Zhang, Ronghua
    Xu, Bing
    Zhang, Zhanming
    Zhang, Junliang
    ACTA CHIMICA SINICA, 2020, 78 (03) : 245 - 249
  • [9] An expedient synthesis of ferrocene grafted spirooxindolopyrrolizidines via [3+2]-cycloaddition of azomethine ylides
    Babu, A. R. Suresh
    Raghunathan, R.
    Baskaran, Sundari
    TETRAHEDRON, 2009, 65 (11) : 2239 - 2243
  • [10] Asymmetric BrOnsted Base Catalyzed and Directed [3+2] Cycloaddition of 2-Acyl Cycloheptatrienes with Azomethine Ylides
    Lauridsen, Vibeke H.
    Ibsen, Lise
    Blom, Jakob
    Jorgensen, Karl Anker
    CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (10) : 3259 - 3263
12345