Reaction of dianions of acyclic β-enamino ketones with electrophiles. 8. Synthesis of trialkylsilylenaminones and α'-silylated β-diketones

Article abstract of DOI:10.1016/0040-4020(96)00468-1

α'- and γ-Dianions of β-(monoalkylamino) α,β-unsaturated ketones react with trialkylchlorosilanes leading to α'- and γ-trialkylsilylenaminones. Conversely from trimethylchlorosilane, the reaction between dianions of 3-(N-isopropylamino)-1-arylbut-2-en-1-ones and t-butyldimethylchlorosilane or triisopropylchlorosilane leads to the corresponding 4-trialkylsilyl derivatives. An explanation of these findings is reported. Hydrolysis of these compounds affords the until now unknown α' silylated β-diketones.