Aziridines; 65. Acyclic and cyclic γ-amidopropanephosphonic esters by amidoethylation of Horner reagents with activated aziridines

Article abstract of DOI:10.1055/s-1995-3843

The carbanions of Horner reagents (α-cyanated and α-acylated phosphonic esters 2, 8 and 11) are amidoethylated with activated aziridines 1a-e. Twofold amidoethylations is observed with the phosphononitrile 2 only. The primary products 9 formed the phosphono acetate 8 tend to cyclize yielding phosphonopyrrolidinones 10.