Thesis supervisor: Anikó Borbás
Location of studies (in Hungarian): E-304 Abbreviation of location of studies: E-304
Description of the research topic:
Over the last decade, the photoinduced radical-mediated thiol-ene coupling (addition of thiol to a nonactivated carbon-carbon double bond) has been recognized as a robust ligation tool possessing many of the attributes of click chemistry. The great synthetic potential of this metal-free reaction has been amply demonstrated in areas of polymer chemistry and material sciences, and in the field of bioorganic chemistry.
Recently, we have shown that free-radical hydrothiolation of the endocyclic double bond of 2-acetoxy-glycals and 2,3-unsaturated glycosides proceeds with full selectivity providing a simple and efficient access to S-linked glycoconjugates and S-disaccharides. 4,5 We have also found that radical addition of various thiols onto 1-exoglycals and 3-exomethylene sugar derivatives took place with high yield and full regio- and stereoselectivity.
Considering these results, we assume that free-radical hydrothiolation of unsaturated carbohydrates can be exploited for efficient synthesis of carbohydrate-based oxathiacrown ethers. Chiral crown ethers can be used in the separation of racemic salts, or can be applied as phase transfer catalysts in asymmetric syntheses
Required language skills: english Number of students who can be accepted: 1
Deadline for application: 2018-05-15
2024. IV. 17. ODT ülés Az ODT következő ülésére 2024. június 14-én, pénteken 10.00 órakor kerül sor a Semmelweis Egyetem Szenátusi termében (Bp. Üllői út 26. I. emelet).
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