Concise and Diversity-Oriented Route toward Polysubstituted 2-Aminoimidazole Alkaloids and Their Analogues

被引：142
|
作者：
Ermolat'ev, Denis S. [1 ]
Bariwal, Jitender B. [1 ]
Steenackers, Hans P. L. [2 ]
De Keersmaecker, Sigrid C. J. [2 ]
Van der Eycken, Erik V. [1 ]
机构：
[1] Katholieke Univ Leuven, Lab Organ & Microwave Assisted Chem, B-3001 Louvain, Belgium
[2] Katholieke Univ Leuven, Ctr Microbial & Plant Genet, B-3001 Louvain, Belgium
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 49期
关键词：
alkaloids; 2-aminoimidazoles; cyclization; heterocycles; natural products; MICROWAVE-ASSISTED SYNTHESIS; HOMOGENEOUS GOLD CATALYSIS; IMIDAZOLE ALKALOIDS; HYDROAMINATION; HETEROCYCLES; CARBOCYCLES; ALKENES; ALKYNES; LIBRARY;
D O I：
10.1002/anie.201004256
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Alkaloids of the naamine family were synthesized from diverse propargylamines in just two steps (see scheme: R1=Me, R 2=substituted benzyl, R3=Ar). Thus, the addition to a propargylamine of a carbodiimide generated in situ, silver(I)-catalyzed intramolecular hydroamidation, and subsquent deprotection provide access to the heterocyclic core of numerous natural products and biologically active compounds. Boc=tert-butoxycarbonyl, Cbz=carbobenzyloxy. Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：9465 / 9468
页数：4
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