Quantum chemical study of mechanisms of organic reactions

A theoretical mechanism of nucleophilic addition of 1,3-diols to cyanoacetylene alcohols was proposed by the results of the quantum chemical study in terms of the density functional theory (DFT) by the B3LYP/6-311++G(d,p) method. In an alkaline medium, the reaction includes the nucleophilic attack of the ionized form of diol to the Cβ atom of cyanacetylene alcohol and proceeds via the formation of the intermediate vinyl carbanion that underwent intramolecular cyclization with 1,3-dioxane ring closure.