Total synthesis of altenuene and isoaltenuene

被引:50
作者
Atemöller, M
Podlech, J
Fenske, D
机构
[1] Univ Karlsruhe, TH, Inst Organ Chem, D-76131 Karlsruhe, Germany
[2] Univ Karlsruhe, Inst Anorgan Chem, TH, D-76131 Karlsruhe, Germany
关键词
mycotoxins; Suzuki coupling; biaryls; total synthesis; alternaria toxins;
D O I
10.1002/ejoc.200500904
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Total synthesis of altenuene and isoaltenuene, toxins produced by various alternaria fungi, were achieved for the first time in ten steps, starting with quinic acid and commercially available acetal-protected phloroglucinic acid, with the longest linear sequence consisting of seven steps. The key reactions are palladium-catalyzed Suzuki-type couplings between an arene boronate and iodinated cyclohexenes. (c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006.
引用
收藏
页码:1678 / 1684
页数:7
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