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

页码：9465 / 9468

页数：4

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