Novel Synthesis, Molecular Structure, and Theoretical Studies of Dispiro Compounds via Pseudo-eight-component Reaction

Abstract

We have developed a diastereoselective synthesis of dispiro compounds through a one-pot domino pseudo-eight-component reaction of amines, aldehydes, and Meldrum’s acid. This method resulted in the generation of complex products with four stereocentres and involves formation of 10 new bonds. Quantum mechanical calculations were undertaken in order to determine the stability of the eight diastereomer structures of compound 4a. The crystal structure of 4k was determined by X-ray crystallography. Reaction mechanism can proceed through Knoevenagel, Aldol condensations, Diels-Alder cycloaddition, and Michael addition.