Gątarz, Sandra Elżbieta (2023). A tandem sulfoxide-elimination – intramolecular sulfenic acid addition approach to spirocyclic scaffolds for compound library synthesis. University of Birmingham. Ph.D.
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Gatarz2023PhD.pdf
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Abstract
Spirocyclic scaffolds show high importance and popularity in drug discovery due to their unique properties as drug molecule skeleton and novelty for patentability. Medicinal chemists strive to develop synthetic methodologies to access novel spirocycles, which are of potential for drug discovery. In this project, a methodology of tandem sulfoxide elimination followed by sulfenic acid cycloaddition was developed to construct sulfur-containing spirocycles on the 10’s gram scale.
Further modification of the spirocycles allowed the construction of spirocyclic scaffolds with two handles for elaboration. Subsequent scaffold functionalisation on nitrogen and vinyl sulfone generated two libraries of drug-like compounds.
| Type of Work: | Thesis (Doctorates > Ph.D.) | |||||||||
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| Award Type: | Doctorates > Ph.D. | |||||||||
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| Licence: | All rights reserved | |||||||||
| College/Faculty: | Colleges (2008 onwards) > College of Engineering & Physical Sciences | |||||||||
| School or Department: | School of Chemistry | |||||||||
| Funders: | None/not applicable | |||||||||
| Subjects: | Q Science > QD Chemistry | |||||||||
| URI: | http://etheses.bham.ac.uk/id/eprint/13955 |
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