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 (13)C 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 (77)Se NMR.
-Hydroxy and -Oxo Selenoamides: Synthesis via Nucleophilic Selenocarbamoylation of Carbonyl Compounds and Characterization. -No details are given for preparation of the -oxo derivatives. -(MURAI*, T.; MIZUTANI, T.; EBIHARA, M.; MARUYAMA, T.; J. Org. Chem. 80 (2015) 13, 6903-6907, http://dx.doi.org/10.1021/acs.joc.5b00969 ; Dep. Chem. Biomol. Sci., Fac. Eng., Gifu Univ., Gifu 501, Japan; Eng.) -T. Stabingis 45-204
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