Leon Fredy, Rivera Daniel G, Wessjohann Ludger A
Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry, Weinberg 3, D-06120 Halle/Saale, Germany.
J Org Chem. 2008 Mar 7;73(5):1762-7. doi: 10.1021/jo7022125. Epub 2008 Feb 2.
Multiple multicomponent macrocyclizations including bifunctional buildings blocks (MiBs) so far have relied almost exclusively on Ugi reactions. The efficient expansion to non-Ugi-MiBs is exemplified by the synthesis of tetra-beta-lactam and bis-alpha-acyloxy carboxamide macrocycles based on multiple Staudinger and Passerini three-component reactions (3CR), respectively. A recent variation of the Passerini-3CR that involves primary alcohols, isocyanides, and carboxylic acids under oxidative conditions is successfully adapted to this procedure.
迄今为止，包括双功能构件（MiBs）在内的多个多组分大环化反应几乎完全依赖于乌吉反应。基于多个施陶丁格反应和帕塞里尼三组分反应（3CR）分别合成四-β-内酰胺和双-α-酰氧基羧酰胺大环化合物，例证了向非乌吉-MiBs的有效扩展。帕塞里尼-3CR的一种涉及伯醇、异腈和羧酸在氧化条件下的最新变体已成功应用于此过程。
