Abstract
Aliphatic saturated amides treated with Me 3SiCl/Li/THF were found to react in two ways. Either alkoxysilanes, mono- or di-silylated at the functional carbon, or C-silylated amines were obtained dependent of the original amide structure and the experimental conditions. (Me 3Si) 2CHN(SiMe 3) 2 exhibited Physicochemical properties that are particular for hindered rotation about the CN bond. A general mechanism is proposed to explain these results.
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