A new nitrogen-to-oxygen phosphoryl migration

A Koziara, A Zwierzak

Index: Koziara; Zwierzak Phosphorus, Sulfur and Silicon and Related Elements, 1999 , vol. 149, p. 15 - 21

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Abstract

Abstract The reaction of diethyl N-acetyl-N-methylphosphoramidate 1 with aldehyde in the presence of LDA at− 70° C results in the formation of the unstable oxyanion 6 which undergoes intramolecular rearrangement involving migration of a phosphoryl group from nitrogen to oxygen affording an amide anion 8. Subsequent proton transfer in 8 followed by elimination of phosphate anion provides the respective α β-unsaturated N- ...