Use this URL to cite or link to this record in EThOS: | https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.433261 |
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Title: | Solid-phase approaches to heterocycles using a sulfur linker cleaved by reduction with samarium (II) iodide | ||||||
Author: | Turner, Kristy L. |
ISNI:
0000 0001 3539 0262
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Awarding Body: | University of Glasgow | ||||||
Current Institution: | University of Glasgow | ||||||
Date of Award: | 2006 | ||||||
Availability of Full Text: |
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Abstract: | |||||||
Linker strategies lie at the heart of solid phase and combinatorial chemistry. HASC (alpha-Hetero-Atom Substituted Carbonyl) linkers have recently been developed and can be cleaved in a traceless manner using SmI[2]. My project was concerned with assessing the compatibility of HASC linkers with palladium-catalysed transformations. More specifically, we wished to use the linker system in conjunction with palladium chemistry in the solid-phase synthesis of important heterocyclic systems. We began by examining palladium-catalysed alpha-arylations as the basis of a possible solid-phase route to oxindoles and alpha-aryl carboxylic acids. The second part of my project involved the development of a solid-phase route to tetrahydroquinolones using a microwave-assisted Heck reaction and Michael cyclisation as the key steps. During this work, we also showed the feasibility of a cyclative-cleavage strategy using the HASC linker, where cleavage of the link with SmI2] is followed by cyclisation to give a heterocyclic product directly.
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Supervisor: | Not available | Sponsor: | Not available | ||||
Qualification Name: | Thesis (Ph.D.) | Qualification Level: | Doctoral | ||||
EThOS ID: | uk.bl.ethos.433261 | DOI: | Not available | ||||
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