T. Baumann et al., AZIRIDINES .65. ACYCLIC AND CYCLIC GAMMA-AMIDOPROPANEPHOSPHONIC ESTERS BY AMIDOETHYLATION OF HORNER REAGENTS WITH ACTIVATED AZIRIDINES, Synthesis, (1), 1995, pp. 44-46
The carbanions of Horner reagents (alpha-cyanated and alpha-acylated p
hosphonic esters 2, 8 and 11) are amidoethylated with activated azirid
ines 1a-e. Twofold amidoethylation is observed with the phosphononitri
le 2 only. The primary products 9 formed from the phospho no acetate 8
tend to cyclize yielding phosphonopyrrolidinones 10.