Ni-Catalyzed Formal Carbonyl-Ene Reaction of Terminal Alkenes via Carbon Dioxide Insertion

被引:13
|
作者
Mori, Yasuyuki [1 ]
Shigeno, Chieko [2 ]
Luo, Ying [2 ]
Chan, Bun [2 ]
Onodera, Gen [2 ]
Kimura, Masanari [2 ]
机构
[1] Kindai Univ, Mol Engn Inst, 11-6 Kayanomori Iizuka, Fukuoka 8208555, Japan
[2] Nagasaki Univ, Grad Sch Engn, Bunkyo Machi 1-14, Nagasaki 8528521, Japan
基金
日本学术振兴会;
关键词
nickel catalyst; carbon dioxide; carbonyl-ene; ketone; organoaluminum; COUPLING REACTION; MULTICOMPONENT CONNECTION; TRIFLUOROMETHYL KETONES; COPPER(II) COMPLEXES; CONJUGATED ENYNE; NICKEL; ALDEHYDES; DIMETHYLZINC; HOMOALLYLATION; 1,3-BUTADIENE;
D O I
10.1055/s-0036-1591845
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Nickel catalyzes the multicomponent coupling reaction of terminal alkenes, carbon dioxide, and organoaluminum reagents, leading to the synthesis of homoallylic alcohols in moderate-to-good yields with excellent regio- and stereoselectivities.
引用
收藏
页码:742 / 746
页数:5
相关论文
共 50 条
  • [1] Chiral N,N'-Dioxide-Ni(II) Complex Catalyzed Asymmetric Carbonyl-Ene Reaction of Ethyl Trifluoropyruvate
    Zheng Ke
    Lin Lili
    Feng Xiaoming
    ACTA CHIMICA SINICA, 2012, 70 (17) : 1785 - 1790
  • [2] Scandium(III) triflate catalyzed synthesis of primary homoallylic alcohols via carbonyl-ene reaction
    Sultana, Sabera
    Bondalapati, Somasekhar
    Indukuri, Kiran
    Gogoi, Paramartha
    Saha, Pipas
    Saikia, Anil K.
    TETRAHEDRON LETTERS, 2013, 54 (12) : 1576 - 1578
  • [3] Dynamic kinetic asymmetric transformations of -halo--keto esters by N,N-dioxide/Ni(ii)-catalyzed carbonyl-ene reaction
    Liu, Wen
    Cao, Weidi
    Hu, Haipeng
    Lin, Lili
    Feng, Xiaoming
    CHEMICAL COMMUNICATIONS, 2018, 54 (64) : 8901 - 8904
  • [4] Asymmetric carbonyl-ene reaction of trifluoropyruvate catalyzed by Pd(II)-SunPhos complex
    Jiang, Lili
    Hu, Bei
    Xie, Xiaomin
    Zhang, Zhaoguo
    TETRAHEDRON, 2017, 73 (49) : 6901 - 6905
  • [5] Facile Access to Quaternary Carbon Centers via Ni-Catalyzed Arylation of Alkenes with Organoborons
    Wang, Zi-Chao
    Gao, Lei
    Liu, Song-Yang
    Wang, Peng
    Shi, Shi-Liang
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2025, 147 (04) : 3023 - 3031
  • [6] Ni-Catalyzed Reductive Arylacylation of Alkenes toward Carbonyl-Containing Oxindoles
    Xu, Sheng
    Wang, Kuai
    Kong, Wangqing
    ORGANIC LETTERS, 2019, 21 (18) : 7498 - 7503
  • [7] Synthesis of 2-trifluoromethyl chromenes via double carbonyl-ene reaction
    Chen, Shouxiong
    Wang, Hui
    Lin, Qi
    Weng, Zhiqiang
    ORGANIC CHEMISTRY FRONTIERS, 2022, 9 (03) : 752 - 756
  • [8] Synthesis of functionalized pentalenes via carbonyl-ene reaction and enzymatic kinetic resolution
    Anderl, Timo
    Emo, Marc
    Laschat, Sabine
    Baro, Angelika
    Frey, Wolfgang
    SYNTHESIS-STUTTGART, 2008, (10): : 1619 - 1627
  • [9] Carbonyl-ene Reaction of Styrene Derivatives Catalyzed by H-beta Zeolite in Water
    Yoshimura, Seigo
    Kiriyama, Daishi
    Kurata, Takeo
    JOURNAL OF THE JAPAN PETROLEUM INSTITUTE, 2014, 57 (02) : 84 - 87
  • [10] Copper-Catalyzed Carboxylation of Alkylboranes with Carbon Dioxide: Formal Reductive Carboxylation of Terminal Alkenes
    Ohmiya, Hirohisa
    Tanabe, Masahito
    Sawamura, Masaya
    ORGANIC LETTERS, 2011, 13 (05) : 1086 - 1088