α-Hydroxy and α-Oxo Selenoamides: Synthesis via Nucleophilic Selenocarbamoylation of Carbonyl Compounds and Characterization

Carbonyl compounds were added to seleno-carbamoyllithiums to generate alpha-hydroxy and alpha-oxo selenoamides. Their conformations were determined by X-ray analyses. These compounds adopted conformations that were almost identical to those of ordinary amides. Unlike the consistency of the chemical shifts of the C=Se groups of the selenoamides in C-13 NMR spectra and the (1)j coupling constants of the C=Se groups, the substituents far from the selenium atom influenced the chemical shifts in Se-77 NMR.