Journal Article10.1021/OL303310U
Applications of thiyl radical cyclizations for the synthesis of thiosugars.
Aoife Malone,Eoin M. Scanlan +1 more
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TL;DR: A new free-radical-based methodology for the synthesis of biologically important thiosugars has been developed and represents the first examples of thiyl radical cyclization being applied to the synthesisation of thiosugar ring.
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About: This article is published in Organic Letters. The article was published on 18 Jan 2013. The article focuses on the topics: Thiosugars & Radical cyclization.
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Citations
Thiyl Radicals in Organic Synthesis
TL;DR: The thiol−olefin cooxidation process was applied to the total synthesis of antimalarial agent yingzhaosu A and was extended to include the more challenging 1,5-dienes, from which six-membered ring endoperoxides can be obtained.
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Design and synthesis of glycomimetics: Recent advances
TL;DR: This account highlights the efforts of the scientific community in the development of straightforward synthetic procedures for the preparation of sugar mimics and in their preliminary biological evaluation and focuses on the most recent advances in the design and synthesis of glycomimetics.
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Thiyl-Radical Reactions in Carbohydrate Chemistry: From Thiosugars to Glycoconjugate Synthesis
TL;DR: This microreview covers the various synthetic strategies that have been employed for the preparation of thiosugars, glycoconjugates and glycodendrimers, employing the carbohydrate unit as both the carrier of the thiyl radical and also as the acceptor.
50
Synthetic applications of intramolecular thiol-ene "click" reactions.
TL;DR: Recent advances in intramolecular thiyl-radical mediated reactions and their applications for synthetic and medicinal chemistry are reviewed.
References
Thiol–Ene Click Chemistry
TL;DR: The radical-mediated thiol-ene reaction has all the desirable features of a click reaction, being highly efficient, simple to execute with no side products and proceeding rapidly to high yield.
3.7K
Rules for ring closure
TL;DR: The endocyclic closure of nucleophilic centres to polarized double bonds to give five-membered rings is impeded by restrictions of geometry; these restrictions can be overcome in acid through the generation of oxonium or protonated forms.
2K
Glycosidase inhibitors: update and perspectives on practical use.
TL;DR: The past and current applications of glycosidase inhibitors to agricultural and medical fields and the prospect for new therapeutic applications are reconsidered.
Problems and Possibilities of the Free‐Radical Addition of Thiols to Unsaturated Compounds
TL;DR: In view of the growing importance of photochemically initiated reactions in industry, the use of free-radical additions of thiols to unsaturated compounds also seems promising as discussed by the authors.
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