Is There No End to the Total Syntheses of Strychnine? Lessons Learned in Strategy and Tactics in Total Synthesis

被引：118

作者：

Cannon, Jeffrey S. ^{[1
]}

Overman, Larry E. ^{[1
]}

机构：

[1] Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 18期

关键词：

natural products; strychnine; synthesis strategy; total synthesis; ASPIDOSPERMATAN-TYPE ALKALOIDS; ENANTIOSELECTIVE TOTAL-SYNTHESIS; CELL-MIGRATION INHIBITORS; AZA-COPE REARRANGEMENTS; PHENYL-PYRIDINIUM CHLORIDE; CROSS-COUPLING REACTIONS; FORMAL TOTAL-SYNTHESIS; DIELS-ALDER REACTION; NATURAL-PRODUCTS; SAMARIUM DIIODIDE;

D O I：

10.1002/anie.201107385

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

From the 19th century to the present, the complex indole alkaloid strychnine has engaged the chemical community. In this Review, we examine why strychnine has been and remains today an important target for directed synthesis efforts. A selection of the diverse syntheses of strychnine is discussed with the aim of identifying their influence on the evolution of the strategy and tactics of organic synthesis. Strychnine thrillers beyond Agatha Christie: The complex indole alkaloid strychnine has engaged the chemical community since the 19th century. This Review examines why strychnine has been and still remains an important target for directed synthesis efforts. Selected syntheses of strychnine are discussed with the aim of identifying their influence on the evolution of the strategy and tactics of organic synthesis. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：4288 / 4311

页数：24

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