Quantum-Chemical Investigation of Epoxidic Compounds Transformation. Application for In Vitro and In Vivo Processes Modeling

Abstract

Transformation of epoxides is a key step for numerous processes important both for synthetic organic chemistry and biochemistry. Since experimental methods are restricted by the fixation of source compounds, intermediates and products of reactions, quantum chemical calculations serve as the only direct approach for prediction of the structure and energy of transition states thus clarifying detailed mechanisms of chemical reactions. This chapter summarizes results of quantum chemical investigation of epoxides transformation mechanisms in alkaline, neutral and acidic environments. Special attention has been paid to stereo- and regiochemistry of the processes, influence of solvation effects and nature of catalytic action of mono- and bidentate acids.