Tetrahedron Letters

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

D Pierre, D Abdallah, P Jean-Marie

Index: Duhamel, Pierre; Deyine, Abdallah; Poirier, Jean-Marie Tetrahedron Letters, 1993 , vol. 34, # 24 p. 3863 - 3866

Full Text: HTML

Citation Number: 0

Abstract

Abstract 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.