205439-75-4Relevant academic research and scientific papers
The extraordinary reactions of phenyldimethylsilyllithium with N,N-disubstituted amides
Buswell, Marina,Fleming, Ian,Ghosh, Usha,Mack, Stephen,Russell, Matthew,Clark, Barry P.
, p. 3006 - 3017 (2007/10/03)
The reactions of the silyllithium reagent with tertiary amides was discussed. The enediamines were easily isomerized from cis to trans, easily oxidized to dienediamines and were hydrolyzed to α-aminoketones. If the two equivalents of the silyllithium reagent were used, the product was an α-silylamine. The results show that each member of the homologous series of amides gives rise to a substantially different product.
The reductive coupling of tertiary amides to give enediamines using PhMe2SiLi
Fleming, Ian,Ghosh, Usha,Mack, Stephen R.,Clark, Barry P.
, p. 711 - 712 (2007/10/03)
PhMe2SiLi reacts with tertiary amides to give enediamines, which can be isolated in good yield when the α-carbon is branched; the enediamines can be hydrolysed more or less easily to α-amino ketones, isomerised from Z to E, oxidised to dienedia
