THE SYNTHESIS OF HOMOISOTWISTANES BY THE TANDEM WESSELY OXIDATION - DIELS-ALDER REACTION SEQUENCE

被引:11
|
作者
BHAMARE, NK [1 ]
GRANGER, T [1 ]
JOHN, CR [1 ]
YATES, P [1 ]
机构
[1] UNIV TORONTO,LASH MILLER CHEM LABS,TORONTO M5S 1A1,ONTARIO,CANADA
关键词
D O I
10.1016/0040-4039(91)80006-R
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Wessely oxidation of 5-(2-hydroxyphenyl)-1-pentene and -1-penten-3-ones followed by intramolecular Diels-Alder reactions gave homoisotwistanes; similar treatment of 5-(2-hydroxyphenyl)-3-methylene-1-pentene gave twistane and isotwistane derivatives.
引用
收藏
页码:4439 / 4442
页数:4
相关论文
共 50 条
  • [21] Tandem Diels-Alder fragmentation approach to the synthesis of eleutherobin
    Winkler, JD
    Quinn, KJ
    MacKinnon, CH
    Hiscock, SD
    McLaughlin, EC
    ORGANIC LETTERS, 2003, 5 (10) : 1805 - 1808
  • [22] Synthesis and Diels-Alder reaction of a sapphyrin derivative
    Tomé, JPC
    Cho, DG
    Sessler, JL
    Neves, MGPMS
    Tomé, AC
    Silva, AMS
    Cavaleiro, JAS
    TETRAHEDRON LETTERS, 2006, 47 (18) : 3131 - 3134
  • [23] DIELS-ALDER REACTION IN PARTIAL ASYMMETRIC SYNTHESIS
    KOROLEV, AI
    MUR, VI
    AVAKYAN, VG
    JOURNAL OF GENERAL CHEMISTRY USSR, 1964, 34 (02): : 713 - &
  • [24] PARTIAL ASYMMETRIC SYNTHESIS IN DIELS-ALDER REACTION
    WALBORSKY, HM
    DAVIS, TC
    BARASH, L
    TETRAHEDRON, 1963, 19 (12) : 2333 - &
  • [25] Synthesis and Diels-Alder reaction of acetylenic sulfonate
    Lee, AWM
    Chan, WH
    Zhong, ZP
    Lee, KF
    Yeung, ABW
    JOURNAL OF CHEMICAL RESEARCH-S, 1998, (06): : 326 - +
  • [26] SYNTHESIS AND DIELS-ALDER REACTION OF DIVINYLKETONE DIMETHYLHYDRAZONE
    KOLDOBSKII, AB
    LUNIN, VV
    ZHURNAL ORGANICHESKOI KHIMII, 1991, 27 (03): : 533 - 536
  • [27] FIRST TANDEM RADICAL CYCLIZATION INTRAMOLECULAR DIELS-ALDER REACTION
    JOURNET, M
    MALACRIA, M
    JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (23): : 6885 - 6886
  • [28] A NOVEL O-QUINODIMETHANE TANDEM DIELS-ALDER REACTION
    PARAKKA, JP
    SADANANDAN, EV
    CAVA, MP
    JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (15): : 4308 - 4310
  • [29] Exploration of a tandem Diels-Alder Ugi-Smiles reaction
    Richey, Bree
    Mason, Katelynn
    Meyers, Michael S.
    Harris, Cori
    Luesse, Sarah B.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
  • [30] Synthesis, characterization, and intramolecular Diels-Alder reaction tandem dehydroaromatization of a diene-diyne
    Liu, SZ
    Tang, GS
    Wang, J
    Li, XH
    CHEMISTRY LETTERS, 2005, 34 (07) : 938 - 939