In the course of this PhD thesis the research was mainly focused on the study of the reactivity of sulfurated and selenated derivatives with different substrates, aimed to develop mild and general approaches to obtain useful acyclic and cyclic compounds containing sulfur and/or selenium moieties, together with other heteroatoms (N, O). In this context, synthetic strategies based on the functionalization of bidentate compounds and on the reactivity of various silanes were studies. Particular attention was also paied to the determination of the antioxidant activity of selected, novel and simple molecules obtained during this work, as well as in the evaluation of their behaviour as synthetic mimics of glutathione peroxidase (GPx). In this connection was also studied the functionalization of natural substrates, such as eugenol, limonene, resveratrol and ascorbic acid, to introduce these chalchogens at selected positions of the natural molecular skeleton, in order to evaluate whether a synergistic effect could be obtained to increase their activity. During the period spent at the University of Bristol the research was focused on the chemistry of boronic esters as versatile intermediates in the asymmetric synthesis of a variety of organic compounds, with the aim to apply these findings also to the stereoselective synthesis of suitable enantioenriched precursors of more complex sulfurated and selenated derivatives.
Stereoselective synthesis of functionalized open chain and heterocyclic sulfur and selenium containing compounds through the use of thiosilanes and organoselenosilanes / Damiano Tanini. - (2016).
Stereoselective synthesis of functionalized open chain and heterocyclic sulfur and selenium containing compounds through the use of thiosilanes and organoselenosilanes
Damiano Tanini
2016
Abstract
In the course of this PhD thesis the research was mainly focused on the study of the reactivity of sulfurated and selenated derivatives with different substrates, aimed to develop mild and general approaches to obtain useful acyclic and cyclic compounds containing sulfur and/or selenium moieties, together with other heteroatoms (N, O). In this context, synthetic strategies based on the functionalization of bidentate compounds and on the reactivity of various silanes were studies. Particular attention was also paied to the determination of the antioxidant activity of selected, novel and simple molecules obtained during this work, as well as in the evaluation of their behaviour as synthetic mimics of glutathione peroxidase (GPx). In this connection was also studied the functionalization of natural substrates, such as eugenol, limonene, resveratrol and ascorbic acid, to introduce these chalchogens at selected positions of the natural molecular skeleton, in order to evaluate whether a synergistic effect could be obtained to increase their activity. During the period spent at the University of Bristol the research was focused on the chemistry of boronic esters as versatile intermediates in the asymmetric synthesis of a variety of organic compounds, with the aim to apply these findings also to the stereoselective synthesis of suitable enantioenriched precursors of more complex sulfurated and selenated derivatives.File | Dimensione | Formato | |
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PhD thesis_Tanini.pdf
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