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

  • Sergiy OkovytyyEmail author
Chapter
Part of the Challenges and Advances in Computational Chemistry and Physics book series (COCH, volume 17)

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.

Keywords

Epoxide ring opening Reaction mechanism Bimolecular nucleophilic substitution Basic catalysis Acid catalysis 

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© Springer Science+Business Media Dordrecht 2014

Authors and Affiliations

  1. 1.Department of Organic ChemistryOles Honchar Dnipropetrovsk National UniversityDnipropetrovskUkrain

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