Palladium catalyzed molecular cascades for the synthesis of ethyl 2-methyl-2-(4-methyl-3-(morpholinomethyl)-2-oxopent-3-en-1-yl)-1-oxo-1,2,3,4,5,6-hexahydro-3aH-indene-3a-carboxylate

Abstract

Regiospecific pentamolecular queuing cascades involving the formation of five new bonds have been investigated. The process employs vinyl triflate as starter species together with excess dimethylallene and CO in the presence of in situ generated Pd(0) catalyst and morpholine as capping agent. The investigated reactions were properly tuned up for determining the best conditions allowing to maximizing the desired pentamolecular cascade pathway. The choice of the base, Pd-ligands and reaction temperature as well as the nature of the additive or its presence seem to be pivotal elements that must be tuned for realizing an efficient and reliable process.