Fisk Jason S, Mosey Robert A, Tepe Jetze J
Department of Chemistry, Michigan State University, East Lansing, MI 48823, USA.
Chem Soc Rev. 2007 Sep;36(9):1432-40. doi: 10.1039/b511113g. Epub 2007 Mar 12.
The assembly of structurally diverse scaffolds via substrate controlled diversity oriented synthesis (DOS) has proven to be an effective tool in the discovery of novel biologically important compounds. This tutorial review aims to summarize some of the more recent applications of oxazolones as a general template for the stereoselective syntheses of amino acids and heterocyclic scaffolds. A brief introduction covers a short history, nomenclature and general reactivity of oxazolones. The main body of this tutorial review highlights several applications of oxazolones as starting blocks for the diverse and stereoselective synthesis of amino acids, oxazoles, beta-lactams, pyrroles, imidazolines, pyrrolines, and imidazoles.
通过底物控制的多样性导向合成(DOS)来组装结构多样的支架,已被证明是发现新型生物重要化合物的有效工具。本教程综述旨在总结恶唑酮作为氨基酸和杂环支架立体选择性合成的通用模板的一些最新应用。简要介绍涵盖了恶唑酮的简史、命名和一般反应性。本教程综述的主体部分重点介绍了恶唑酮作为起始原料用于氨基酸、恶唑、β-内酰胺、吡咯、咪唑啉、吡咯啉和咪唑的多样且立体选择性合成的几种应用。