Sweeney J B
Department of Chemistry, University of Reading, Reading, UK RG6 6AD.
Chem Soc Rev. 2002 Sep;31(5):247-58. doi: 10.1039/b006015l.
Aziridines, the nitrogenous analogues of epoxides, have until recently excited far less interest amongst synthetic organic chemists than their oxygenated counterparts, with some justification. A range of reviews concerned with the physical properties, synthesis (asymmetric and otherwise), reactions and utility of aziridines exists; this review briefly summarizes the similarities and differences between oxiranes and their nitrogenated analogues, concentrating on the underlying properties of aziridines and recent developments in their chemistry. In addition to descriptions of the physical nature of aziridines, especially those features which underpin their utility as synthetic intermediates, the sections beneath describe reactions involving alkylative ring-opening and synthesis of aziridines.
氮丙啶是环氧化物的含氮类似物,直到最近,与它们的含氧对应物相比,合成有机化学家对氮丙啶的兴趣要小得多,这是有一定道理的。关于氮丙啶的物理性质、合成(不对称合成及其他合成方法)、反应和用途已有一系列综述;本综述简要总结了环氧乙烷及其含氮类似物之间的异同,重点关注氮丙啶的基本性质及其化学领域的最新进展。除了对氮丙啶物理性质的描述,特别是那些支撑其作为合成中间体用途的特征外,以下各部分还描述了涉及烷基化开环反应和氮丙啶合成的反应。