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An Improved and Mild Wenker Synthesis of Aziridines

Xinyao Li, Ning Chen, Jiaxi Xu*

*State Key Laboratory of Chemical Resource Engineering, Department of Organic Chemistry, Faculty of Science, Beijing University of Chemical Technology, Beijing 100029, P. R. of China, Email:

X. Li, N. Chen, J. Xu, Synthesis, 2010, 3423-3428.

DOI: 10.1055/s-0030-1257913


Amino alcohols were converted into their hydrogen sulfates with chlorosulfonic acid. The sulfates were cyclized with sodium hydroxide, and even with non-nucleophilic sodium carbonate. This improved, mild variation of the typical Wenker synthesis is applicable to unstable amino alcohols in hot sulfuric acid and to unstable sulfates which favor elimination and hydroxide displacement in the presence of strong base.

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Key Words

amino alcohols, aziridines, hydrogen sulfates, Wenker synthesis

ID: J66-Y2010-2850