Ethylene-promoted intermolecular enyne metathesis

被引:44
作者
Giessert, AJ [1 ]
Brazis, NJ [1 ]
Diver, ST [1 ]
机构
[1] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
关键词
D O I
10.1021/ol035270b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Intermolecular enyne metathesis between functional group-rich alkynes and vinyl ethers was promoted by ethylene cometathesis. The concentration of ethylene was optimized to suppress the competing formation of butadiene through background ethylene metathesis. The role of ethylene appears to be both protective and rate enhancing.
引用
收藏
页码:3819 / 3822
页数:4
相关论文
共 20 条
  • [1] Efficient and recyclable monomeric and dendritic Ru-based metathesis catalysts
    Garber, SB
    Kingsbury, JS
    Gray, BL
    Hoveyda, AH
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (34) : 8168 - 8179
  • [2] Synthesis and metathesis reactions of a phosphine-free dihydroimidazole carbene ruthenium complex
    Gessler, S
    Randl, S
    Blechert, S
    [J]. TETRAHEDRON LETTERS, 2000, 41 (51) : 9973 - 9976
  • [3] Intermolecular enol ether-alkyne metathesis
    Giessert, AJ
    Snyder, L
    Markham, J
    Diver, ST
    [J]. ORGANIC LETTERS, 2003, 5 (10) : 1793 - 1796
  • [4] Novel 1,3-diene synthesis from alkyne and ethylene by ruthenium-catalyzed enyne metathesis
    Kinoshita, A
    Sakakibara, N
    Mori, M
    [J]. TETRAHEDRON, 1999, 55 (27) : 8155 - 8167
  • [5] Novel 1,3-diene synthesis from alkyne and ethylene by ruthenium-catalyzed enyne metathesis
    Kinoshita, A
    Sakakibara, N
    Mori, M
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (50) : 12388 - 12389
  • [6] A stereoselective enyne cross metathesis
    Lee, HY
    Kim, BG
    Snapper, ML
    [J]. ORGANIC LETTERS, 2003, 5 (11) : 1855 - 1858
  • [7] Metathesis of electron-rich olefins: Structure and reactivity of electron-rich carbene complexes
    Louie, J
    Grubbs, RH
    [J]. ORGANOMETALLICS, 2002, 21 (11) : 2153 - 2164
  • [8] Love JA, 2002, ANGEW CHEM INT EDIT, V41, P4035, DOI 10.1002/1521-3773(20021104)41:21<4035::AID-ANIE4035>3.0.CO
  • [9] 2-I
  • [10] Synthesis of eight-membered ring compounds using enyne metathesis
    Mori, M
    Kitamura, T
    Sakakibara, N
    Sato, Y
    [J]. ORGANIC LETTERS, 2000, 2 (04) : 543 - 545