Total Synthesis and Absolute Configuration of Macrocidin A, a Cyclophane Tetramic Acid Natural Product

被引：62

作者：

Yoshinari, Tomohiro ^{[2
]}

Ohmori, Ken ^{[2
]}

Schrems, Marcus G. ^{[1
]}

Pfaltz, Andreas ^{[1
]}

Suzuki, Keisuke ^{[2
]}

机构：

[1] Univ Basel, Dept Chem, CH-4056 Basel, Switzerland

[2] Tokyo Inst Technol, Dept Chem, SORST JSTA Agcy, Meguro Ku, Tokyo 1528551, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 05期

关键词：

asymmetric catalysis; hydrogenation; iridium; natural products; total synthesis; ASYMMETRIC HYDROGENATION; DERIVATIVES; CONSTRUCTION; OLEFINS; ROUTE; 2,2,6-TRIMETHYL-1,3-DIOXIN-4-ONE; STRATEGIES; REDUCTION; ALCOHOLS; SYSTEMS;

D O I：

10.1002/anie.200906362

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Figure Presented) Stereocontrolled access to the cyclophane framework of macrocidin A has been achieved for the first time. The key steps include the iridium-catalyzed asymmetric hydrogenation without fission of the C-I bond, the macrolactam formation by intramolecular ketene trapping, and the Lacey-Dieckmann cyclization for the construction of the tetramic acid ring. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：881 / 885

页数：5

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