Rhodium-catalysed carbon-carbon bond formation and carbon-sulfur bond functionalisation
<p>This thesis documents the development of synthetic methodologies utilising rhodium catalysis for the formation of carbon-carbon bonds and the functionalisation of carbon-sulfur bonds.</p> <p><b>Chapter 1</b> provides an overview of the two main areas of research disc...
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| Format: | Thesis |
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2017
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| _version_ | 1824459079360184320 |
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| author | Bouisseau, A |
| author2 | Willis, M |
| author_facet | Willis, M Bouisseau, A |
| author_sort | Bouisseau, A |
| collection | OXFORD |
| description | <p>This thesis documents the development of synthetic methodologies utilising rhodium catalysis for the formation of carbon-carbon bonds and the functionalisation of carbon-sulfur bonds.</p> <p><b>Chapter 1</b> provides an overview of the two main areas of research discussed in this thesis that include the key developments in the field of intra- and intermolecular rhodium-catalysed hydroacylation, and the major advances in cross-coupling reactions <em>via</em> the catalytic cleavage of carbon-sulfur bonds.</p> <p><b>Chapter 2</b> details the development of a tandem rhodium-catalysed hydroacylation, sulfide elimination and subsequent enantioselective 1,4-conjugate addition sequence allowing the preparation of stereodefined β-substituted ketones. This process enables the formation of two carbon-carbon bonds and offers a general method to access highly functionalised traceless hydroacylation products.</p> <p><b>Chapter 3</b> describes the development of a rhodium-catalysed alkyne hydroacylation, thio-Michael addition sequence in a one-pot fashion. This methodology enables the synthesis of a variety of sulfur-containing heterocycles.</p> <p><b>Chapter 4</b> documents the efforts towards the development of a rhodium-catalysed cross-coupling reaction with alkenyl sulfides and boronic acids via C-S bond activation. This study explores both a tether-free and a traceless tether approach.</p> <p><b>Chapter 5</b> summarises the research and the potential future work.</p> <p><b>Chapter 6</b> provides experimental details and data.</p> |
| first_indexed | 2024-03-06T21:46:42Z |
| format | Thesis |
| id | oxford-uuid:49d5fa48-b6dd-41bc-97fc-a1f9766f02b8 |
| institution | University of Oxford |
| last_indexed | 2025-02-19T04:36:05Z |
| publishDate | 2017 |
| record_format | dspace |
| spelling | oxford-uuid:49d5fa48-b6dd-41bc-97fc-a1f9766f02b82025-02-05T07:50:47ZRhodium-catalysed carbon-carbon bond formation and carbon-sulfur bond functionalisationThesishttp://purl.org/coar/resource_type/c_db06uuid:49d5fa48-b6dd-41bc-97fc-a1f9766f02b8ORA Deposit2017Bouisseau, AWillis, M<p>This thesis documents the development of synthetic methodologies utilising rhodium catalysis for the formation of carbon-carbon bonds and the functionalisation of carbon-sulfur bonds.</p> <p><b>Chapter 1</b> provides an overview of the two main areas of research discussed in this thesis that include the key developments in the field of intra- and intermolecular rhodium-catalysed hydroacylation, and the major advances in cross-coupling reactions <em>via</em> the catalytic cleavage of carbon-sulfur bonds.</p> <p><b>Chapter 2</b> details the development of a tandem rhodium-catalysed hydroacylation, sulfide elimination and subsequent enantioselective 1,4-conjugate addition sequence allowing the preparation of stereodefined β-substituted ketones. This process enables the formation of two carbon-carbon bonds and offers a general method to access highly functionalised traceless hydroacylation products.</p> <p><b>Chapter 3</b> describes the development of a rhodium-catalysed alkyne hydroacylation, thio-Michael addition sequence in a one-pot fashion. This methodology enables the synthesis of a variety of sulfur-containing heterocycles.</p> <p><b>Chapter 4</b> documents the efforts towards the development of a rhodium-catalysed cross-coupling reaction with alkenyl sulfides and boronic acids via C-S bond activation. This study explores both a tether-free and a traceless tether approach.</p> <p><b>Chapter 5</b> summarises the research and the potential future work.</p> <p><b>Chapter 6</b> provides experimental details and data.</p> |
| spellingShingle | Bouisseau, A Rhodium-catalysed carbon-carbon bond formation and carbon-sulfur bond functionalisation |
| title | Rhodium-catalysed carbon-carbon bond formation and carbon-sulfur bond functionalisation |
| title_full | Rhodium-catalysed carbon-carbon bond formation and carbon-sulfur bond functionalisation |
| title_fullStr | Rhodium-catalysed carbon-carbon bond formation and carbon-sulfur bond functionalisation |
| title_full_unstemmed | Rhodium-catalysed carbon-carbon bond formation and carbon-sulfur bond functionalisation |
| title_short | Rhodium-catalysed carbon-carbon bond formation and carbon-sulfur bond functionalisation |
| title_sort | rhodium catalysed carbon carbon bond formation and carbon sulfur bond functionalisation |
| work_keys_str_mv | AT bouisseaua rhodiumcatalysedcarboncarbonbondformationandcarbonsulfurbondfunctionalisation |