Palladium-Catalyzed Intermolecular Asymmetric Allylic Dearomatization Reaction of Naphthol Derivatives

被引:139
|
作者
Zhuo, Chun-Xiang [1 ]
You, Shu-Li [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
关键词
allylic dearomatization; arenes; asymmetric catalysis; palladium; synthetic methods; ENANTIOSELECTIVE SYNTHESIS; BOND FORMATION; C-ALLYLATION; OXIDATIVE DEAROMATIZATION; QUATERNARY STEREOCENTER; PHENOL DEAROMATIZATION; BIFUNCTIONAL CATALYST; ALKYLATION REACTIONS; WORKING MODEL; CONSTRUCTION;
D O I
10.1002/anie.201304591
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Baring all: The title reaction provides β-naphthalenones bearing an all-carbon quaternary center in good to excellent yields, as well as excellent chemo- and enantioselectivity (see scheme). © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:10056 / 10059
页数:4
相关论文
共 50 条
  • [1] Palladium-Catalyzed Intermolecular Allylic Dearomatization Reaction of α-Substituted β-Naphthol Derivatives: Scope and Mechanistic Investigation
    Zhuo, Chun-Xiang
    You, Shu-Li
    ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (09) : 2020 - 2028
  • [2] Palladium(0)-Catalyzed Intermolecular Asymmetric Cascade Dearomatization Reaction of Indoles with Propargyl Carbonate
    Ding, Lu
    Ga, Run-Duo
    You, Shu-Li
    CHEMISTRY-A EUROPEAN JOURNAL, 2019, 25 (17) : 4330 - 4334
  • [3] Palladium-Catalyzed Asymmetric Dearomatization of Naphthalene Derivatives
    Garcia-Fortanet, Jorge
    Kessler, Florian
    Buchwald, Stephen L.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (19) : 6676 - +
  • [4] Palladium(0)-Catalyzed Intermolecular Cascade Dearomatization Reaction of β-Naphthol Derivatives with Propargyl Carbonates
    Ding, Lu
    You, Shu-Li
    ORGANIC LETTERS, 2018, 20 (19) : 6206 - 6210
  • [5] Ir-catalyzed intermolecular asymmetric allylic dearomatization reaction of indoles
    Zhang, Xiao
    Han, Long
    You, Shu-Li
    CHEMICAL SCIENCE, 2014, 5 (03) : 1059 - 1063
  • [6] Palladium(0)-Catalyzed Intermolecular Asymmetric Allylic Dearomatization of Polycyclic Indoles
    Gao, Run-Duo
    Ding, Lu
    Zheng, Chao
    Dai, Li-Xin
    You, Shu-Li
    ORGANIC LETTERS, 2018, 20 (03) : 748 - 751
  • [7] Palladium-Catalyzed Asymmetric Allylic Alkylations with Toluene Derivatives as Pronucleophiles
    Mao, Jianyou
    Zhang, Jiadi
    Jiang, Hui
    Bellomo, Ana
    Zhang, Mengnan
    Gao, Zidong
    Dreher, Spencer D.
    Walsh, Patrick J.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (07) : 2526 - 2530
  • [8] Copper-catalyzed intermolecular asymmetric propargylic dearomatization of phenol derivatives
    Shao, Long
    Hu, Xiang-Ping
    CHEMICAL COMMUNICATIONS, 2017, 53 (58) : 8192 - 8195
  • [9] Copper-Catalyzed Intermolecular Asymmetric Propargylic Dearomatization of Indoles
    Shao, Wen
    Li, He
    Liu, Chuan
    Liu, Chen-Jiang
    You, Shu-Li
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (26) : 7684 - 7687
  • [10] Palladium-Catalyzed Asymmetric Intramolecular Dearomative Heck Reaction of Pyrrole Derivatives
    Yang, Ping
    You, Shu-Li
    ORGANIC LETTERS, 2018, 20 (23) : 7684 - 7688