Efficient and Z-selective cross-metathesis of conjugated enynes

被引：75
|
作者：
Hansen, EC [1 ]
Lee, D [1 ]
机构：
[1] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
来源：
ORGANIC LETTERS | 2004年 / 6卷 / 12期
关键词：
D O I：
10.1021/ol049378i
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The generation of a conjugated alkynyl alkylidene has been achieved using an allyl ether moiety as an intramolecular catalyst delivery vehicle. The reaction of this intermediate with alkenes and alkynes yields conjugated enynes with Z-selectivity.
引用
收藏
页码：2035 / 2038
页数：4
相关论文
共 50 条
  • [21] Highly Z-Selective Metathesis Homocoupling of Terminal Olefins
    Jiang, Annie J.
    Zhao, Yu
    Schrock, Richard R.
    Hoveyda, Amir H.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (46) : 16630 - +
  • [22] Decomposition Pathways of Z-Selective Ruthenium Metathesis Catalysts
    Herbert, Myles B.
    Lan, Yu
    Keitz, Benjamin K.
    Liu, Peng
    Endo, Koji
    Day, Michael W.
    Houk, K. N.
    Grubbs, Robert H.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (18) : 7861 - 7866
  • [23] Chelated Ruthenium Catalysts for Z-Selective Olefin Metathesis
    Endo, Koji
    Grubbs, Robert H.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (22) : 8525 - 8527
  • [24] Ruthenium-catalysed Z-selective cross metathesis of allylic-substituted olefins
    Quigley, Brendan L.
    Grubbs, Robert H.
    CHEMICAL SCIENCE, 2014, 5 (02) : 501 - 506
  • [25] Metathesis and Decomposition of Fischer Carbenes of Cyclometalated Z-Selective Ruthenium Metathesis Catalysts
    Ahmed, Tonia S.
    Grandner, Jessica M.
    Taylor, Buck L. H.
    Herbert, Myles B.
    Houk, K. N.
    Grubbs, Robert H.
    ORGANOMETALLICS, 2018, 37 (14) : 2212 - 2216
  • [26] HIGHLY SELECTIVE CROSS-METATHESIS OF TERMINAL OLEFINS
    CROWE, WE
    ZHANG, ZJ
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (23) : 10998 - 10999
  • [27] Catalytic Z-Selective Cross-Metathesis with Secondary Silyl- and Benzyl-Protected Allylic Ethers: Mechanistic Aspects and Applications to Natural Product Synthesis
    Mann, Tyler J.
    Speed, Alexander W. H.
    Schrock, Richard R.
    Hoveyda, Amir H.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (32) : 8395 - 8400
  • [28] Molybdenum chloride catalysts for Z-selective olefin metathesis reactions
    Koh, Ming Joo
    Nguyen, Thach T.
    Lam, Jonathan K.
    Torker, Sebastian
    Hyvl, Jakub
    Schrock, Richard R.
    Hoveyda, Amir H.
    NATURE, 2017, 542 (7639) : 80 - +
  • [29] Molybdenum chloride catalysts for Z-selective olefin metathesis reactions
    Ming Joo Koh
    Thach T. Nguyen
    Jonathan K. Lam
    Sebastian Torker
    Jakub Hyvl
    Richard R. Schrock
    Amir H. Hoveyda
    Nature, 2017, 542 : 80 - 85
  • [30] Z-Selective Monothiolate Ruthenium Indenylidene Olefin Metathesis Catalysts
    Smit, Wietse
    Ekeli, Jonas B.
    Occhipinti, Giovanni
    Wozniak, Bartosz
    Tornroos, Karl W.
    Jensen, Vidar R.
    ORGANOMETALLICS, 2020, 39 (03) : 397 - 407
12345