Total Synthesis of Neoaltenuene

被引：24

作者：

Altemoeller, Martina ^{[1
]}

Podlech, Joachim ^{[1
]}

机构：

[1] Univ Karlsruhe TH, KIT, Inst Organ Chem, D-76131 Karlsruhe, Germany

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 2009卷 / 14期

关键词：

Cross-coupling; Palladium; Total synthesis; Toxins; ALTERNARIOL METHYL-ETHER; AZA-CLAISEN REARRANGEMENT; ATOM-TRANSFER CYCLIZATION; ACID; METABOLITES; MYCOTOXINS; ALTENUENE; DERIVATIVES; CATALYSTS; FUNGUS;

D O I：

10.1002/ejoc.200900125

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The total synthesis of neoaltenuene, a toxin produced by alternaria fungi, has been achieved for the first time in 14 steps in a yield of 10% starting from quinic acid and phloroglucinic acid, the longest linear sequence consisting of 10 steps. The key reaction was a palladium-catalyzed Suzuki-type coupling of an arene boronate with an iodinated cyclohexene. 4a-epi-Neoaltenuene, a non-natural isomer has been synthesized similarly. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

引用

页码：2275 / 2282

页数：8

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