Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/88615
Title: Part I Transition metal-catalyzed trifluoromethylation of olefins Part II Biocompatible disulfide bridging reaction
Authors: Wu, Liuhai
Keywords: DRNTU::Science::Chemistry::Organic chemistry::Organic synthesis
DRNTU::Science::Chemistry::Organic chemistry::Oxidation
Issue Date: 18-Dec-2018
Source: Wu, L. (2018). Part I Transition metal-catalyzed trifluoromethylation of olefins Part II Biocompatible disulfide bridging reaction. Doctoral thesis, Nanyang Technological University, Singapore.
Abstract: This thesis contains two parts. Part Ⅰ describes trifluomethylation of olefins and Part Ⅱ describes biocompatible disulfide bridging reactions. Copper-catalyzed trifluoromethylation of olefins with Langlois reagent was described. Excellent selectivity was achieved with styrene derivatives and mechanistic studies revealed the radical process is involved (chapter 2). Visible light-induced trifluoromethylation of fluorinated alkenes via C(sp2&sp3)–F bond functionalization using Langlois reagent as CF3 source was discussed. The reactions proceeded efficiently via trifluoromethyl radical addition followed by β-fluorine elimination process, providing a new entry to multifluorinated alkenes in moderate to good yields with excellent stereoselectivity (chapter 3). In chapter 4, a new class of biocompatible site-specific reagents, undergoing disulfide bridging with thiol substrates efficiently in buffer solution, was described. Disulfide rebridging of N-Ac-oxytocin with the reagent was successfully achieved in high yield.
URI: https://hdl.handle.net/10356/88615
http://hdl.handle.net/10220/47074
DOI: https://doi.org/10.32657/10220/47074
Fulltext Permission: embargo_20201204
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Theses

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