Concise and Diversity-Oriented Route toward Polysubstituted 2-Aminoimidazole Alkaloids and Their Analogues
Concise and Diversity-Oriented Route toward Polysubstituted 2-Aminoimidazole Alkaloids and Their Analogues
复制标题
DOI：
10.1002/anie.201004256
复制
发表时间：
2010-01-01
影响因子：
16.6
通讯作者：
Van der Eycken, Erik V.
中科院分区：
文献类型：
--
作者：
Ermolat'ev, Denis S.;Bariwal, Jitender B.;Van der Eycken, Erik V.
从不同的炔丙胺经两步合成了生物碱（参见方案：R1 = Me，R2 =取代的苄基，R3 = Ar）。因此，向炔丙胺中加入原位生成的碳二亚胺、银（I）催化的分子内加氢酰胺化和随后的脱保护提供了获得许多天然产物和生物活性化合物的杂环核心的途径。Boc=叔丁氧基羰基，Cbz=苄氧羰基。版权所有© 2010 WILEY-VCH Verlag GmbH & Co. KGaA，魏因海姆。
Alkaloids of the naamine family were synthesized from diverse propargylamines in just two steps (see scheme: R 1= Me, R 2= substituted benzyl, R 3= 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.