Sonogashira coupling reactions of highly oxygenated vinyl halides: The first synthesis of harveynone and epi-harveynone

被引:63
作者
Graham, AE
McKerrecher, D
Davies, DH
Taylor, RJK
机构
[1] UNIV YORK,DEPT CHEM,YORK YO1 5DD,N YORKSHIRE,ENGLAND
[2] ZENECA PHARMACEUT,MACCLESFIELD SK10 4TG,CHESHIRE,ENGLAND
关键词
D O I
10.1016/0040-4039(96)01607-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Sonogashira coupling reactions of highly functionalised cyctohexenyl halides have been developed and utilised to prepare the naturally-occurring anti-cancer agent harveynone and its C-4 epimer. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:7445 / 7448
页数:4
相关论文
共 24 条
  • [1] ALCARZ L, IN PRESS TETRAHEDRON
  • [2] Palladium-catalyzed cross-coupling reactions of arylmetal compounds with beta-substituted alpha-iodoenones and a cyclohexyl triflate
    Bosse, F
    Tunoori, AR
    Niestroj, AJ
    Gronwald, O
    Maier, ME
    [J]. TETRAHEDRON, 1996, 52 (28) : 9485 - 9498
  • [3] CAMPBELL IB, 1994, ORGANOCOPPER REAGENT, pCH10
  • [4] ORGANOCOPPER CHEMISTRY OF QUINONE BISKETALS - APPLICATION TO THE SYNTHESIS OF ISOPRENOID QUINONE SYSTEMS
    CHENARD, BL
    MANNING, MJ
    RAYNOLDS, PW
    SWENTON, JS
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (03) : 378 - 384
  • [5] REGIOSPECIFIC SUBSTITUTION OF N-ACYL-2,3-DIHYDRO-4-PYRIDONES AT C-5 VIA HALOGENATION AND CROSS-COUPLING
    COMINS, DL
    JOSEPH, SP
    CHEN, XH
    [J]. TETRAHEDRON LETTERS, 1995, 36 (50) : 9141 - 9144
  • [6] GARLASCHELLI L, 1995, TETRAHEDRON LETT, V36, P5633
  • [7] AN EFFICIENT, SIMPLE AND INEXPENSIVE METHOD FOR THE PREPARATION OF 1,4-BENZOQUINONE MONOKETALS VIA ANODIC-OXIDATION OF 1,4-DIMETHOXYBENZENES
    GAUTIER, ECL
    LEWIS, NJ
    MCKILLOP, A
    TAYLOR, RJK
    [J]. SYNTHETIC COMMUNICATIONS, 1994, 24 (20) : 2989 - 3008
  • [8] SYNTHESIS OF BROMOXONE
    GAUTIER, ECL
    LEWIS, NJ
    MCKILLOP, A
    TAYLOR, RJK
    [J]. TETRAHEDRON LETTERS, 1994, 35 (47) : 8759 - 8760
  • [9] GRAHAM A, UNPUB
  • [10] GUO ZX, 1993, SYNLETT, P607