Palladium-catalyzed [3+2] cycloaddition of alkylidenecyclopropanes with imines

被引:87
|
作者
Oh, BH
Nakamura, I
Saito, S
Yamamoto, Y [1 ]
机构
[1] Tohoku Univ, Dept Chem, Grad Sch Sci, Sendai, Miyagi 9808578, Japan
[2] Tohoku Univ, Res Ctr Organ Resources & Mat Chem, Inst Chem React Sci, Sendai, Miyagi 9808578, Japan
关键词
alkylidenecyclopropane; imine; palladium catalysts; cycloaddition; pyrrolidine;
D O I
10.1016/S0040-4039(01)01206-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Alkylidenecyclopropanes react with N-tosylimines in toluene in the presence of a catalytic amount of Pd(PPh3)(4) to afford the corresponding [3+2] cycloaddition products, pyrrolidine derivatives, in good to excellent yields. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6203 / 6205
页数:3
相关论文
共 50 条
  • [21] Palladium-catalyzed bisdiene carbocyclizations: A facile [3+2] cycloaddition reaction mode
    Takacs, JM
    Leonov, AP
    ORGANIC LETTERS, 2003, 5 (23) : 4317 - 4320
  • [22] Palladium-catalyzed asymmetric [3+2] methylene-trimethylenemethane cycloaddition reactions
    Trost, Barry M.
    Maruniak, Autumn
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 239
  • [23] Palladium-Catalyzed Hydroalkynylation of Alkylidenecyclopropanes
    Villarino, Lara
    Lopez, Fernando
    Castedo, Luis
    Mascarenas, Jose L.
    CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (48) : 13308 - 13312
  • [24] Diastereoselective Palladium-Catalyzed (3+2)-Cycloadditions from Cyclic Imines and Vinyl Aziridines
    Spielmann, Kim
    van der Lee, Arie
    de Figueiredo, Renata Marcia
    Campagne, Jean-Marc
    ORGANIC LETTERS, 2018, 20 (05) : 1444 - 1447
  • [25] Palladium-catalyzed asymmetric [3+2] cycloaddition of vinyl aziridines and α,β-unsaturated imines generated in situ from aryl sulfonyl indoles
    Xiao, Shan
    Chen, Bo
    Jiang, Qin
    He, Long
    Chu, Wen-Dao
    He, Cheng-Yu
    Liu, Quan-Zhong
    ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (14): : 3729 - 3733
  • [26] Palladium-catalyzed [3+2] cycloaddition of carbon dioxide and trimethylenemethane under mild conditions
    Greco, George E.
    Gleason, Brittany L.
    Lowery, Tiffany A.
    Kier, Matthew J.
    Hollander, Lisa B.
    Worthy, Amanda D.
    Gibbs, Shoshanah A.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 234
  • [27] Palladium-catalyzed [3+2] cycloaddition of carbon dioxide and trimethylenemethane under mild conditions
    Greco, George E.
    Gleason, Brittany L.
    Lowery, Tiffany A.
    Kier, Matthew J.
    Hollander, Lisa B.
    Gibbs, Shoshanah A.
    Worthy, Amanda D.
    ORGANIC LETTERS, 2007, 9 (19) : 3817 - 3820
  • [28] Diastereo- and Enantioselective Palladium-Catalyzed Dearomative [3+2] Cycloaddition of 3-Nitroindoles
    Suo, Jia-Jia
    Liu, Wei
    Du, Juan
    Ding, Chang-Hua
    Hou, Xue-Long
    CHEMISTRY-AN ASIAN JOURNAL, 2018, 13 (08) : 959 - 963
  • [29] Palladium-catalyzed addition of ketones to alkylidenecyclopropanes
    Camacho, DH
    Nakamura, I
    Oh, BH
    Saito, S
    Yamamoto, Y
    TETRAHEDRON LETTERS, 2002, 43 (16) : 2903 - 2907
  • [30] A new synthetic route to 1,3-oxazolidines via palladium-catalyzed regioselective [3+2] cycloaddition of vinylic oxiranes with imines
    Shim, JG
    Yamamoto, Y
    HETEROCYCLES, 2000, 52 (02) : 885 - 895