Regioselective Synthesis of Fluoroalkylated β-Aminophosphorus Derivatives and Aziridines from Phosphorylated Oximes and Nucleophilic Reagents.

A simple and efficient stereoselective synthesis of fluoroalkyl substituted aziridine-2-phosphine oxides and -phosphonates by diastereoselective addition of methoxide, imidazole, benzenethiol, and Grignard reagents to functionalized ketoxime-phosphine oxides and -phosphonates is described. Aziridines are used as intermediates for the regioselective synthesis of fluorine containing β-amino phosphine oxides and β-amino phosphonates. Amino phosphorus derivatives can also be obtained from ketoximes derived from phosphine oxides and phosphonates with sodium borohydride. [ABSTRACT FROM AUTHOR]