Recent Advancements in Stereoselective Olefin Metathesis Using Ruthenium Catalysts

被引:99
|
作者
Montgomery, T. Patrick [1 ]
Johns, Adam M. [2 ]
Grubbs, Robert H. [1 ]
机构
[1] CALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Lab Chem Synth, Pasadena, CA 91125 USA
[2] Materia Inc, Pasadena, CA 91107 USA
基金
美国国家科学基金会; 美国国家卫生研究院;
关键词
ruthenium; catalysts; stereoselective; asymmetric; Z-selective; olefin; metathesis; RING-CLOSING METATHESIS; SELECTIVE CROSS-METATHESIS; MOTUPORAMINES A-C; OPENING/CROSS-METATHESIS; ENANTIOSELECTIVE SYNTHESIS; ENDO-BREVICOMIN; ALKYLIDENE COMPLEXES; IMIDO ALKYLIDENE; TANDEM CATALYSIS; ABSOLUTE-CONFIGURATION;
D O I
10.3390/catal7030087
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Olefin metathesis is a prevailing method for the construction of organic molecules. Recent advancements in olefin metathesis have focused on stereoselective transformations. Ruthenium olefin metathesis catalysts have had a particularly pronounced impact in the area of stereoselective olefin metathesis. The development of three categories of Z-selective olefin metathesis catalysts has made Z-olefins easily accessible to both laboratory and industrial chemists. Further design enhancements to asymmetric olefin metathesis catalysts have streamlined the construction of complex molecules. The understanding gained in these areas has extended to the employment of ruthenium catalysts to stereoretentive olefin metathesis, the first example of a kinetically E-selective process. These advancements, as well as synthetic applications of the newly developed catalysts, are discussed.
引用
收藏
页数:38
相关论文
共 50 条
  • [1] Olefin metathesis in the pharmaceutical industry and recent development of ruthenium catalysts
    Pederson, Richard L.
    Kibler, John T.
    [J]. CHIMICA OGGI-CHEMISTRY TODAY, 2008, 26 (03) : 68 - 70
  • [2] (Arene)ruthenium catalysts for olefin metathesis
    Bruneau, Christian
    Fischmeister, Cedric
    Dixneuf, Pierre H.
    [J]. CHIMICA OGGI-CHEMISTRY TODAY, 2009, 27 (03) : 17 - 19
  • [3] Decomposition of ruthenium olefin metathesis catalysts
    Hong, Soon Hyeok
    Wenzel, Anna G.
    Salguero, Tina T.
    Day, Michael W.
    Grubbs, Robert H.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (25) : 7961 - 7968
  • [4] New ruthenium catalysts for olefin metathesis
    不详
    [J]. CHEMICAL & ENGINEERING NEWS, 1998, 76 (40) : 41 - 41
  • [5] Recent advancements in ring closing olefin metathesis
    Furstner, A
    [J]. TOPICS IN CATALYSIS, 1997, 4 (3-4) : 285 - 299
  • [6] Recent advancements in ring closing olefin metathesis
    Alois Fürstner
    [J]. Topics in Catalysis, 1997, 4 : 285 - 299
  • [7] Orbital interactions in the ruthenium olefin metathesis catalysts
    Suresh, CH
    Koga, N
    [J]. ORGANOMETALLICS, 2004, 23 (01) : 76 - 80
  • [8] Mechanism and activity of ruthenium olefin metathesis catalysts
    Sanford, MS
    Love, JA
    Grubbs, RH
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (27) : 6543 - 6554
  • [9] A novel class of ruthenium catalysts for olefin metathesis
    Weskamp, T
    Schattenmann, WC
    Spiegler, M
    Herrmann, WA
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1998, 37 (18) : 2490 - 2493
  • [10] Ruthenium Olefin Metathesis Catalysts Containing Fluoride
    Guidone, Stefano
    Songis, Olivier
    Falivene, Laura
    Nahra, Fady
    Slawin, Alexandra M. Z.
    Jacobsen, Heiko
    Cavallo, Luigi
    Cazin, Catherine S. J.
    [J]. ACS CATALYSIS, 2015, 5 (07): : 3932 - 3939