文章基本信息

标题：Catalysis-based enantioselective total synthesis of the macrocyclic spermidine alkaloid isooncinotine
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作者：Bodo Scheiper ; Frank Glorius ; Andreas Leitner 等
期刊名称：Proceedings of the National Academy of Sciences
印刷版ISSN：0027-8424
电子版ISSN：1091-6490
出版年度：2004
卷号：101
期号：33
页码：11960-11965
DOI：10.1073/pnas.0401322101
语种：English
出版社：The National Academy of Sciences of the United States of America
摘要：A concise and efficient total synthesis of the spermidine alkaloid (-)-isooncinotine (1) incorporating a 22-membered lactam ring is outlined. The approach is largely catalysis-based, involving a selective iron-catalyzed alkyl-aryl cross-coupling reaction of a difunctionalized pyridine substrate, a heterogeneous asymmetric hydrogenation step to set the chiral center of the target, and a highly integrated ring-closing metathesis/hydrogenation sequence to forge the saturated macrocyclic edifice in a single operation.