Synthesis of bicyclic aza-enones via a lewis acid catalysed Michael-type addition with silyl enol ethers bearing a nitrogen atom

Article abstract of DOI:10.1016/S0040-4039(00)79248-3

Silyl enol ethers bearing a nitrogen atom protected by an electron-withdrawing group give in high yield a Micheal-type addition with hemiacetal vinylog or a mixture of methyl vinyl ketone and an alcohol in the presence of boron trifluoride etherate as a catalyst. The aza-1,5-diketones so prepared can be cyclised leading to aza-enones precursors of some biologycally active structures.