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Paper | Special issue | Vol 28, No. 2, 1989, pp.1179-1192
Published online, 1st January, 1970
DOI: 10.3987/COM-88-S147
Highly Functionalized Aziridines II; A Facile Synthesis of Diethyl Aziridinylphosphonates and 2-Chloroaziridinylphosphonates

Philippe Coutrot,* Abdelaziz Elgadi, and Claude Grison

*Laboratoire de Chimie Organique II (U.A. CNRS 486), Campus Victor Grignard, Université de Nancy I, 54506 Vandoeuvre Les Nancy Cédex, France

Abstract

The reaction of diethyl 1-lithio-1-chloromethylphosphonate with aromatic mines gave aziridinylphosphonates in good yields and with an high stereoselectlvity. The resulting aziridines reacted with n-BuLi and led to the 2-Iithiated anions which were trapped with carbon tetrachloride to give 2-chloroaziridinylphosphonates in excellent yields.