MODELING CHEMICAL-REACTIVITY .1. REGIOSELECTIVITY OF DIELS-ALDER CYCLOADDITIONS OF ELECTRON-RICH DIENES WITH ELECTRON-DEFICIENT DIENOPHILES

被引：199
|
作者：
KAHN, SD [1 ]
PAU, CF [1 ]
OVERMAN, LE [1 ]
HEHRE, WJ [1 ]
机构：
[1] UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1986年 / 108卷 / 23期
关键词：
D O I：
10.1021/ja00283a038
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
引用
收藏
页码：7381 / 7396
页数：16
相关论文
共 50 条
  • [21] Regioselectivity control in Diels-Alder reactions of surfactant 1,3-dienes with surfactant dienophiles
    Jaeger, DA
    Su, D
    Zafar, A
    Piknova, B
    Hall, SB
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (12) : 2749 - 2757
  • [22] Inverse electron-demand Diels-Alder reaction between methyl coumalate and electron-rich dienophiles toward functionalized aromatics
    Lee, Jennifer J.
    Kraus, George A.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 246
  • [23] Electron deficient dienes .1. Normal and inverse electron demand Diels-Alder reactions of the same carbon skeleton.
    Bodwell, GJ
    Pi, ZL
    TETRAHEDRON LETTERS, 1997, 38 (03) : 309 - 312
  • [24] SELECTIVITY IN RADICAL-CATION DIELS-ALDER REACTIONS OF INDOLE AND ELECTRON-RICH DIENES - A SEMIEMPIRICAL APPROACH
    WIEST, O
    STECKHAN, E
    GREIN, F
    JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (14): : 4034 - 4037
  • [25] Insights into the mechanism, selectivity, and substituent effects in the Diels-Alder reaction of azatrienes with electron-rich dienophiles: An MEDT study
    Rafik, Amine
    Jaddi, Abdeljabbar
    Salah, Mohammed
    Komiha, Najia
    Carvajal, Miguel
    Marakchi, Khadija
    JOURNAL OF MOLECULAR GRAPHICS & MODELLING, 2024, 132
  • [26] HIGH-PRESSURE INDUCED DIELS-ALDER CYCLO-ADDITIONS OF BUTENOLIDES TO ELECTRON-RICH DIENES
    ORTUNO, RM
    GUINGANT, A
    DANGELO, J
    TETRAHEDRON LETTERS, 1988, 29 (52) : 6989 - 6992
  • [27] Evidence for a concerted [4+1]-cycloaddition between electron-rich carbenes and electron-deficient dienes
    Boisvert, Luc
    Beaumier, Francis
    Spino, Claude
    ORGANIC LETTERS, 2007, 9 (26) : 5361 - 5363
  • [28] Diels-Alder cycloadditions of 2(1H)-quinolones having an electron withdrawing group at the 3-position acting as dienophiles with dienes
    Fujita, R
    Watanabe, K
    Yoshisuji, T
    Kabuto, C
    Matsuzaki, H
    Hongo, H
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2001, 49 (07) : 893 - 899
  • [29] Cation radical catalyzed Diels-Alder reaction of electron-rich allenes
    Schmittel, M.
    Wohrle, C.
    Journal of Organic Chemistry, 1995, 60 (25):
  • [30] DIELS-ALDER REACTION OF ALPHA-PYRONES WITH ELECTRON-RICH OLEFINS
    BEHRINGER, H
    HECKMAIER, P
    CHEMISCHE BERICHTE-RECUEIL, 1969, 102 (08): : 2835 - +
12345