Wenker反应

由1,2-胺醇制备氮杂环丙烷的反应。

反应机理

羟基先和硫酸反应制备磺酸盐，然后在碱作用下铵脱质子进行分子内亲核取代关环得到产物：

反应实例

An Improved and Mild Wenker Synthesis of Aziridines
X. Li, N. Chen, J. Xu, Synthesis, 2010, 3315-3318.

Synthesis of N-H vinylaziridines: a comparative study
B. Olofsson, R. Wijtmans, P. Somfai, Tetrahedron, 2002, 58, 5979-5982.

Short and Efficient Synthesis of Optically Active N-Tosyl Aziridines from 2-Amino Alcohols
L. W. Bieber, M. C. F. de Araujo, Molecules, 2002, 7, 902.

Generation and Ring Opening of Aziridines in Telescoped Continuous Flow Processes
N. Hsueh, G. J. Clarkson, M. Shipman, Org. Lett., 2015, 17, 3632-3635.

编译自：Organic Chemistry Portal：http://www.organic-chemistry.org/namedreactions/wenker-synthesis.shtm