Nickel-Catalyzed [2+2+2] Cycloaddition of Two Enones and an Alkyne

被引:63
|
作者
Ogoshi, Sensuke [1 ]
Nishimura, Akira [1 ]
Ohashi, Masato [1 ,2 ]
机构
[1] Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan
[2] Osaka Univ, Ctr Atom & Mol Technol, Suita, Osaka 5650871, Japan
关键词
COTRIMERIZATION; COUPLINGS; DIYNES; CO2;
D O I
10.1021/ol101264r
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A fully intermolecular [2 + 2 + 2] cycloaddition of two enones and an alkyne has been achieved. This reaction proceeds stereoselectively to give one diastereomer as a sole product.
引用
收藏
页码:3450 / 3452
页数:3
相关论文
共 50 条
  • [1] Nickel-catalyzed [2+2+2] cycloaddition of two alkynes and an imine
    Ogoshi, Sensuke
    Ikeda, Haruo
    Kurosawa, Hideo
    [J]. PURE AND APPLIED CHEMISTRY, 2008, 80 (05) : 1115 - 1125
  • [2] Nickel-Catalyzed [2+2+2] Cycloaddition of Diynes and Cyanamides
    Stolley, Ryan M.
    Maczka, Michael T.
    Louie, Janis
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (20-21) : 3815 - 3824
  • [3] Nickel-Catalyzed Regioselective [2+2+2] Cycloaddition of Carboryne with Alkynes
    Qiu, Zaozao
    Wang, Sunewang R.
    Xie, Zuowei
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (27) : 4649 - 4652
  • [4] Stereoselective Nickel-Catalyzed [2+2+2] Cycloaddition of Enynes and Arynes
    Candito, David A.
    Lautens, Mark
    [J]. SYNLETT, 2011, (14) : 1987 - 1992
  • [5] Synthesis of δ- and α-Carbolines via Nickel-Catalyzed [2+2+2] Cycloaddition of Functionalized Alkyne-Nitriles with Alkynes
    Wang, Gaonan
    You, Xu
    Gan, Yi
    Liu, Yuanhong
    [J]. ORGANIC LETTERS, 2017, 19 (01) : 110 - 113
  • [6] Efficient nickel-catalyzed [2+2+2] cycloaddition of CO2 and diynes
    Louie, J
    Gibby, JE
    Farnworth, MV
    Tekavec, TN
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (51) : 15188 - 15189
  • [7] Nickel-Catalyzed [4+2] Cycloaddition of Enones with Alkynes
    Koyama, Ichiro
    Kurahashi, Takuya
    Matsubara, Seijiro
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (04) : 1350 - +
  • [8] Efficient nickel-catalyzed [2+2+2] cycloaddition of CO2 and diynes.
    Louie, J
    Farnworth, MV
    Gibby, JE
    Tekavec, TN
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2003, 225 : U282 - U282
  • [9] Nickel-Catalyzed [2+2+2] Cycloaddition of Alkyne-Nitriles with Alkynes Assisted by Lewis Acids: Efficient Synthesis of Fused Pyridines
    You, Xu
    Xie, Xin
    Wang, Gaonan
    Xiong, Meijun
    Sun, Renhong
    Chen, Haoyi
    Liu, Yuanhong
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (47) : 16764 - 16768
  • [10] Nickel-catalyzed [2+2+2] Cycloaddition Reaction of Isocyanates with 1,3-Dienes
    Morimoto, Masao
    Nishida, Yui
    Miura, Tomoya
    Murakami, Masahiro
    [J]. CHEMISTRY LETTERS, 2013, 42 (05) : 550 - 552