PHOTOINDUCED EXO-SELECTIVE DIELS-ALDER REACTIONS

被引:22
|
作者
PANDEY, B
DALVI, PV
机构
[1] Technology Division, National Chemical Laboratory, Pune
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1993年 / 32卷 / 11期
关键词
D O I
10.1002/anie.199316121
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A complete reversal of selectivity is achieved in the Diels–Alder reaction between cyclic dienes and dienophiles, when the ethanolic reaction mixture is irradiated in the presence of triethylamine for 1–6 h. The yields (not optimized) of the cycloadducts, for example 1–3, are moderate to good. (Figure Presented.) Copyright © 1993 by VCH Verlagsgesellschaft mbH, Germany
引用
收藏
页码:1612 / 1613
页数:2
相关论文
共 50 条
  • [1] Exo-Selective Diels-Alder Reactions
    Li, Yuan-He
    Chen, Jia-Hua
    Yang, Zhen
    CHEMISTRY-A EUROPEAN JOURNAL, 2024, 30 (17)
  • [2] Cobalt mediated, exo-selective Diels-Alder reactions with cyclohexenones.
    Richardson, BM
    Welker, ME
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1997, 213 : 637 - ORGN
  • [3] Exo-Selective and Enantioselective Photoenolization/Diels-Alder Reaction
    Hou, Min
    Xu, Mengmeng
    Yang, Baochao
    He, Haibing
    Gao, Shuanhu
    ORGANIC LETTERS, 2021, 23 (19) : 7487 - 7491
  • [4] Exo-selective Diels-Alder reactions of vinylazepines. Origin of divergent stereoselectivity in Diels-Alder reactions of vinylazepines, vinylpiperideines, and vinylcycloalkenes
    Boren, B
    Hirschi, JS
    Reibenspies, JH
    Tallant, MD
    Singleton, DA
    Sulikowski, GA
    JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (23): : 8991 - 8995
  • [5] Exo-selective asymmetric Diels-Alder reaction of acrylate ester
    Kawamura, M
    Kudo, K
    CHIRALITY, 2002, 14 (09) : 727 - 730
  • [6] ASYMMETRIC EXO-SELECTIVE DIELS-ALDER REACTIONS BY STERIC EXTENUATION OF SECONDARY ORBITAL INTERACTIONS
    WULFF, WD
    JIANG, W
    POWERS, T
    SU, J
    RHEINGOLD, AL
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1995, 210 : 301 - ORGN
  • [7] Asymmetric exo-selective Diels-Alder reactions by steric attenuation of secondary orbital interactions
    Powers, TS
    Jiang, WQ
    Su, J
    Wulff, WD
    Waltermire, BE
    Rheingold, AL
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (27) : 6438 - 6439
  • [8] AN APPROACH TO QUASSIMARIN BASED ON AN EXO-SELECTIVE INTRAMOLECULAR DIELS-ALDER REACTION
    SCHLESSINGER, RH
    WONG, JW
    POSS, MA
    SPRINGER, JP
    JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (20): : 3950 - 3951
  • [9] Understanding exo-selective Diels-Alder reactions involving Fischer-type carbene complexes
    Juan Cabrera-Trujillo, Jorge
    Fernandez, Israel
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (11) : 2985 - 2991
  • [10] exo-Selective asymmetric Diels-Alder reaction catalyzed by diamine salts as organocatalysts
    Kano, Taichi
    Tanaka, Youhei
    Maruoka, Keiji
    ORGANIC LETTERS, 2006, 8 (13) : 2687 - 2689