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
来源：
TETRAHEDRON LETTERS | 1996年 / 37卷 / 41期
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
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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 [J].
Bosse, F ;
Tunoori, AR ;
Niestroj, AJ ;
Gronwald, O ;
Maier, ME .
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 [J].
CHENARD, BL ;
MANNING, MJ ;
RAYNOLDS, PW ;
SWENTON, JS .
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 [J].
COMINS, DL ;
JOSEPH, SP ;
CHEN, XH .
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 [J].
GAUTIER, ECL ;
LEWIS, NJ ;
MCKILLOP, A ;
TAYLOR, RJK .
SYNTHETIC COMMUNICATIONS, 1994, 24 (20) :2989-3008
[8]   SYNTHESIS OF BROMOXONE [J].
GAUTIER, ECL ;
LEWIS, NJ ;
MCKILLOP, A ;
TAYLOR, RJK .
TETRAHEDRON LETTERS, 1994, 35 (47) :8759-8760
[9]  
GRAHAM A, UNPUB
[10]  
GUO ZX, 1993, SYNLETT, P607
123