Synthesis of a cyclic dienediyne related to the maduropeptin chromophore

被引:29
作者
Suffert, J
Toussaint, D
机构
[1] Lab. de Pharmacochimie Molec., Centre de Neurochimie, 67084 Strasbourg
关键词
D O I
10.1016/S0040-4039(97)01211-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We herein report the synthesis of aromatic analogues of the maduropeptin chromophore. Compounds 16a, 16b and 17 were conveniently prepared starting from 2-ethynylbenzaldehyde through a modified Nozaki-Hiyama reaction (C) 1997 Elsevier Science Ltd.
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收藏
页码:5507 / 5510
页数:4
相关论文
共 14 条
[1]  
BRUCKNER R, 1995, TETRAHEDRON LETT, V29, P5167
[2]   ATOM TRANSFER CYCLIZATION REACTIONS OF ALPHA-IODO ESTERS, KETONES, AND MALONATES - EXAMPLES OF SELECTIVE 5-EXO, 6-ENDO, 6-EXO, AND 7-ENDO RING CLOSURES [J].
CURRAN, DP ;
CHANG, CT .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (13) :3140-3157
[3]   READILY ACCESSIBLE 12-I-5 OXIDANT FOR THE CONVERSION OF PRIMARY AND SECONDARY ALCOHOLS TO ALDEHYDES AND KETONES [J].
DESS, DB ;
MARTIN, JC .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (22) :4155-4156
[4]  
Eckhardt M, 1996, LIEBIGS ANN, P473
[5]   PREPARATION AND SYNTHETIC UTILITY OF TERT-BUTYLDIPHENYLSILYL ETHERS [J].
HANESSIAN, S ;
LAVALLEE, P .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1975, 53 (19) :2975-2977
[6]   The enediyne and dienediyne based antitumour antibiotics. Methodology and strategies for total synthesis and construction of bioactive analogues .2. [J].
Lhermitte, H ;
Grierson, DS .
CONTEMPORARY ORGANIC SYNTHESIS, 1996, 3 (02) :93-124
[7]   The enediyne and dienediyne based antitumour antibiotics. Methodology and strategies for total synthesis and construction of bioactive analogues .1. [J].
Lhermitte, H ;
Grierson, DS .
CONTEMPORARY ORGANIC SYNTHESIS, 1996, 3 (01) :41-63
[8]   ISOLATION, STRUCTURE DETERMINATION, AND PROPOSED MECHANISM OF ACTION FOR ARTIFACTS OF MADUROPEPTIN CHROMOPHORE [J].
SCHROEDER, DR ;
COLSON, KL ;
KLOHR, SE ;
ZEIN, N ;
LANGLEY, DR ;
LEE, MS ;
MATSON, JA ;
DOYLE, TW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (20) :9351-9352
[10]  
SOUTHWICK PL, 1962, J ORG CHEM, V27, P3305