Efficient synthesis of the structural core of tetracyclines by a palladium-catalyzed domino Tsuji-Trost-Heck-Mizoroki reaction

被引：14

作者：

Tietze, Lutz F. ^{[1
]}

Redert, Thomas ^{[1
]}

Bell, Hubertus P. ^{[1
]}

Hellkamp, Sascha ^{[1
]}

Levy, Laura M. ^{[1
]}

机构：

[1] Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2008年 / 14卷 / 08期

关键词：

antibiotics domino reactions; metathesis; palladium; tetracyclines;

D O I：

10.1002/chem.200701676

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The Pd-catalyzed domino Tsuji-Trost-Heck-Mizoroki reactions of compounds 18, 27, and 34, respectively, each containing an allyl acetate and a halogen aryl moiety, lead to the formation of hexahydronaphthacenes 2 and 3 and octahydroanthracene 4 in 62-81% yield. The octahydroanthracene and hexahydronaphthacene motifs are found in many natural products, for example, the tetracycline antibiotics.

引用

页码：2527 / 2535

页数：9

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