DIELS-ALDER REACTION OF CYCLOPENTADIENE AND SPIROEPOXY-2,4-CYCLOHEXADIENONES

被引:13
|
作者
GESSON, JP
HERVAUD, L
MONDON, M
机构
[1] Laboratoire de Chimie 12, Associé au CNRS, F-86 022 Poiters, 40, avenue du Recteur Pineau
关键词
D O I
10.1016/S0040-4039(00)60487-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Diels-Alder reaction of cyclopentadiene with spiroepoxycyclohexadienones obtained by Adler oxidation of salicyl alcohols affords mainly endo-endo adducts. Cope rearrangement of normal-electron-demand adducts and endo-endo inverse-electron-demand addition of 2a with ethylvinyl ether are also shown.
引用
收藏
页码:2941 / 2944
页数:4
相关论文
共 50 条
  • [31] Cationic iron aminocarbene complexes as dienophiles in Diels-Alder reaction with cyclopentadiene
    RuckBraun, K
    Kuhn, J
    CHEMISCHE BERICHTE, 1996, 129 (09) : 1057 - 1059
  • [32] THE DIELS-ALDER REACTION OF METHYL ACRYLATE AND CYCLOPENTADIENE ON GAMMA-ALUMINA
    HONDROGIANNIS, G
    PAGNI, RM
    KABALKA, GW
    ANOSIKE, P
    KURT, R
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1990, 199 : 329 - ORGN
  • [33] REARRANGEMENT OF DIELS-ALDER ADDUCT OF AZODIBENZOYL AND CYCLOPENTADIENE
    MACKAY, D
    CAMPBELL, JA
    JENNISON, CP
    CANADIAN JOURNAL OF CHEMISTRY, 1970, 48 (01): : 81 - &
  • [34] THE DIELS-ALDER REACTION
    GOLDSTEIN, MJ
    SCIENCE, 1984, 224 (4646) : 239 - 239
  • [35] The Diels-Alder reaction of C60 and cyclopentadiene in mesoporous silica as a reaction medium
    Minakata, Satoshi
    Nagamachi, Toshiki
    Nakayama, Kazuhisa
    Suzuki, Takeyuki
    Tanaka, Takanori
    CHEMICAL COMMUNICATIONS, 2011, 47 (22) : 6338 - 6340
  • [36] Strong and Confined Acids Control Five Stereogenic Centers in Catalytic Asymmetric Diels-Alder Reactions of Cyclohexadienones with Cyclopentadiene
    Ghosh, Santanu
    Das, Sayantani
    De, Chandra Kanta
    Yepes, Diana
    Neese, Frank
    Bistoni, Giovanni
    Leutzsch, Markus
    List, Benjamin
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (30) : 12347 - 12351
  • [37] STEREOCHEMISTRY OF THE DIELS-ALDER REACTION OF CYCLOPENTADIENE AND 3,3,3-TRIFLUOROPROPENE
    GAEDE, B
    BALTHAZOR, TM
    JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (02): : 276 - 277
  • [38] Origin of the endo Selectivity in the Diels-Alder Reaction between Cyclopentadiene and Maleic Anhydride
    Sakata, Ken
    Fujimoto, Hiroshi
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (25) : 4275 - 4278
  • [39] Asymmetric Diels-Alder reaction between acrylates and cyclopentadiene in the presence of chiral catalysts
    E. G. Mamedov
    Russian Journal of Applied Chemistry, 2006, 79 : 1621 - 1625
  • [40] Kinetics of the Interaction of Acrylonitrile with Cyclopentadiene in the Diels-Alder Reaction in the Presence of Synthetic Zeolites
    Fakhretdinov, D. Sh.
    Yakupov, I. Sh.
    Iskhakova, A. I.
    Latypova, E. R.
    Talipov, R. F.
    KINETICS AND CATALYSIS, 2024, 65 (04) : 378 - 385