Dehydrogenative Diels-Alder Reaction

被引:41
|
作者
Ozawa, Takuya [1 ]
Kurahashi, Takuya [1 ]
Matsubara, Seijiro [1 ]
机构
[1] Kyoto Univ, Grad Sch Engn, Dept Chem Mat, Kyoto 6158510, Japan
关键词
NATURAL-PRODUCT SYNTHESIS; CYCLOADDITION; ACCELERATION; DIENOPHILES; COMPLEXES; STRATEGY; WATER;
D O I
10.1021/ol202283d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The dehydrogenative cycloaddition of dieneynes, which possess a diene in the form of a styrene moiety and a dienophile in the form of an alkyne moiety, produces naphthalene derivatives when heated. It was found that a key requirement of this process is the presence of a silyl group attached to the alkyne moiety, which forces a dehydrogenation reaction to occur.
引用
收藏
页码:5390 / 5393
页数:4
相关论文
共 50 条
  • [41] Study on Diels-Alder reaction of nitrosoalkenes
    Tang, Xiaoxiao
    Lu, Baozhao
    Chen, Yu
    Wang, Jiexue
    Jin, Liming
    Yang, Hongjun
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2023, 59 (11-12) : 811 - 815
  • [42] OCTACHLOROFULVALENE AS A DIENE IN THE DIELS-ALDER REACTION
    FRAY, GI
    JONES, CB
    PETTS, JC
    JOURNAL OF CHEMICAL RESEARCH-S, 1990, (08): : 260 - 261
  • [43] REVERSE DIELS-ALDER OR RETRODIENE REACTION
    KWART, H
    KING, K
    CHEMICAL REVIEWS, 1968, 68 (04) : 415 - +
  • [44] The Diels-Alder reaction and biopolymer catalysis
    T. M. Tarasow
    B. E. Eaton
    Cellular and Molecular Life Sciences CMLS, 1999, 55 : 1463 - 1472
  • [45] THE TANDEM INTRAMOLECULAR DIELS-ALDER REACTION
    GOLDBERG, DR
    HANSEN, JA
    GIGUERE, RJ
    TETRAHEDRON LETTERS, 1993, 34 (50) : 8003 - 8006
  • [46] Industrial Applications of the Diels-Alder Reaction
    Funel, Jacques-Alexis
    Abele, Stefan
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (14) : 3822 - 3863
  • [47] THE VINYL SILANE DIELS-ALDER REACTION
    FENSTERBANK, L
    SIEBURTH, SM
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1992, 204 : 69 - ORGN
  • [48] A NOVEL DIELS-ALDER REACTION OF THEBAINE
    HROMATKA, O
    KNOLLMUL.M
    SENGSTSC.G
    MONATSHEFTE FUR CHEMIE, 1968, 99 (05): : 1662 - &
  • [49] SOLVENT EFFECT IN THE DIELS-ALDER REACTION
    PARDO, L
    BRANCHADELL, V
    OLIVA, A
    BERTRAN, J
    JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 1983, 10 : 255 - 260
  • [50] SYNTHESIS OF MULTISTRIATINS BY DIELS-ALDER REACTION
    MORI, Y
    INABA, M
    SUZUKI, M
    KONISHI, H
    JOURNAL OF PHARMACEUTICAL SCIENCES, 1987, 76 (11) : S241 - S241