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

Carbonyl
compounds were added to selenocarbamoyllithiums to generate
α-hydroxy and α-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 13C NMR spectra and the 1J coupling constants of the CSe groups, the substituents
far from the selenium atom influenced the chemical shifts in 77Se NMR.

将羰基化合物加入硒代氨基甲酸锂（selenocarbamoyllithiums）中，以制备α-羟基与α-氧代硒代酰胺。通过X射线衍射分析测定了该类化合物的构象，结果显示其构象与普通酰胺几乎完全一致。与硒代酰胺的CSe基团在碳-13核磁共振（13C NMR）谱中的化学位移及该基团的一键耦合常数保持稳定一致不同，远离硒原子的取代基会对硒-77核磁共振（77Se NMR）谱中的化学位移产生影响。