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https://hdl.handle.net/10356/69209
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DC Field | Value | Language |
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dc.contributor.author | Cheng, Jun Kee | en |
dc.date.accessioned | 2016-11-28T04:31:49Z | en |
dc.date.available | 2016-11-28T04:31:49Z | en |
dc.date.issued | 2016 | en |
dc.identifier.citation | Cheng, J. K. (2016). Transition metal-catalyzed radical functionalization of alkenes with alcohols and formamide derivatives. Doctoral thesis, Nanyang Technological University, Singapore. | en |
dc.identifier.uri | https://hdl.handle.net/10356/69209 | en |
dc.description.abstract | This thesis describes the transition metal-catalyzed radical functionalization of alkene with alcohols and formamides. A copper- or cobalt-catalyzed reaction protocol wherein the 1,3-enynes and arylalkenes underwent three-component oxyalkylation reaction with alcohols and hydroperoxides has been established. Direct α-C(sp3)-H activation of alcohol was achieved to assemble 1,3-dioxygenated molecular framework. Downstream chemical transformation allowed the β-peroxy alcohol product to give facile entry towards β-hydroxyynone and propargylic 1,3-diol. Building on this work, the reaction has been extended to employing formamide derivatives as the sources of aminocarbonyl moieties for oxycarbonylation reaction of alkenes via direct formyl C-H functionalization of formamides. The β-peroxy amide product could be subjected to chemical manipulation to afford the respective β-hydroxy amide, β-keto amide and β–lactam in follow-up reactions. In addition to the difunctionalization reaction, oxidative coupling of formamides and enamides was also successfully realized for the assembly of N-acyl enamine amides. The densely-functionalized amide products allowed efficient syntheses of pyrimidin-4-ones and 4-hydroxy-2-pyridinones. | en |
dc.format.extent | 167 p. | en |
dc.language.iso | en | en |
dc.subject | DRNTU::Science::Chemistry | en |
dc.title | Transition metal-catalyzed radical functionalization of alkenes with alcohols and formamide derivatives | en |
dc.type | Thesis | en |
dc.contributor.supervisor | Loh Teck Peng | en |
dc.contributor.school | School of Physical and Mathematical Sciences | en |
dc.description.degree | DOCTOR OF PHILOSOPHY (SPMS) | en |
dc.identifier.doi | 10.32657/10356/69209 | en |
item.fulltext | With Fulltext | - |
item.grantfulltext | open | - |
Appears in Collections: | SPMS Theses |
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File | Description | Size | Format | |
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thesis.pdf | 6.08 MB | Adobe PDF | View/Open |
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