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Alkaloids Reactivity: DFT Analysis of Selective Demethylation Reactions
Olatz Larrañaga1, José I Miranda2, Fernando P Cossío1
1Departamento de Química Orgánica I/Kimika Organikoa I Saila, Facultad de Química/Kimika Fakultatea , Universidad del País Vasco/Euskal Herriko Unibertsitatea (UPV/EHU) and Donostia International Physics Center (DIPC) and Centro de Innovación en Química Avanzada (ORFEO-CINQA) , P. K. 1072 , San Sebastián, Donostia 20018 , Spain.
Abstract:
All possible demethylation reactions of a diverse family of quaternary alkaloids by means of DFT calculations are here described. We aim to develop a rational model that allows the explanation of the high selectivity observed experimentally and predicts the occurrence of new alkaloid derivatives. To this end, we have performed a detailed analysis of the initial reagents and products. In addition, as a proof of concept, an experimentally unknown demethylation reaction of coralyne has been carried out, thus verifying the reliability of the theoretical model presented here.
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