Bifunctional iminophosphorane superbase catalysed enantioselective intramolecular michael reactions
<p>Chapter 1 introduces the strategies to prepare enantioenriched compounds, specifically focusing on tertiary amine-based and superbasic bifunctional organocatalysis. Bifunctional iminophosphorane (BIMP) catalysis will then be detailed in its discovery and applications.</p> <p>Ch...
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| Diğer Yazarlar: | |
| Materyal Türü: | Tez |
| Dil: | English |
| Baskı/Yayın Bilgisi: |
2022
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| Konular: |
| _version_ | 1826316421843386368 |
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| author | Su, G |
| author2 | Dixion, D |
| author_facet | Dixion, D Su, G |
| author_sort | Su, G |
| collection | OXFORD |
| description | <p>Chapter 1 introduces the strategies to prepare enantioenriched compounds, specifically focusing on tertiary amine-based and superbasic bifunctional organocatalysis. Bifunctional iminophosphorane (BIMP) catalysis will then be detailed in its discovery and applications.</p>
<p>Chapter 2 outlines the development of a squaramide BIMP-catalysed enantioselective intramolecular aza-Michael reaction (IAMR) of both aromatic and aliphatic ureas to tethered α,β-unsaturated esters, furnishing decorated enantioenriched hydroquinazolines.</p>
<p>Chapter 3 demonstrates the enantioselective preparation of structurally diverse enantioenriched cyclic ethers via a BIMP-catalysed intramolecular oxy-Michael reaction (IOMR) of alcohols to tethered α,β-unsaturated esters and amides. The improved efficiency (1 day vs 7 days) and a far broader scope than the previous syntheses will be described. Subsequently, the pronucleophile scope of the IOMR will be extended to phenols and benzylic alcohols, thereby delivering enantioenriched dihydro-(iso)-benzofurans and iso chromans.</p> |
| first_indexed | 2024-03-07T08:18:26Z |
| format | Thesis |
| id | oxford-uuid:3f5f2d5d-b979-4285-af29-a81d65546df1 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-12-09T03:44:51Z |
| publishDate | 2022 |
| record_format | dspace |
| spelling | oxford-uuid:3f5f2d5d-b979-4285-af29-a81d65546df12024-12-07T16:27:58ZBifunctional iminophosphorane superbase catalysed enantioselective intramolecular michael reactionsThesishttp://purl.org/coar/resource_type/c_db06uuid:3f5f2d5d-b979-4285-af29-a81d65546df1Chemistry, OrganicEnantioselective catalysisEnglishHyrax Deposit2022Su, GDixion, D<p>Chapter 1 introduces the strategies to prepare enantioenriched compounds, specifically focusing on tertiary amine-based and superbasic bifunctional organocatalysis. Bifunctional iminophosphorane (BIMP) catalysis will then be detailed in its discovery and applications.</p> <p>Chapter 2 outlines the development of a squaramide BIMP-catalysed enantioselective intramolecular aza-Michael reaction (IAMR) of both aromatic and aliphatic ureas to tethered α,β-unsaturated esters, furnishing decorated enantioenriched hydroquinazolines.</p> <p>Chapter 3 demonstrates the enantioselective preparation of structurally diverse enantioenriched cyclic ethers via a BIMP-catalysed intramolecular oxy-Michael reaction (IOMR) of alcohols to tethered α,β-unsaturated esters and amides. The improved efficiency (1 day vs 7 days) and a far broader scope than the previous syntheses will be described. Subsequently, the pronucleophile scope of the IOMR will be extended to phenols and benzylic alcohols, thereby delivering enantioenriched dihydro-(iso)-benzofurans and iso chromans.</p> |
| spellingShingle | Chemistry, Organic Enantioselective catalysis Su, G Bifunctional iminophosphorane superbase catalysed enantioselective intramolecular michael reactions |
| title | Bifunctional iminophosphorane superbase catalysed enantioselective intramolecular michael reactions |
| title_full | Bifunctional iminophosphorane superbase catalysed enantioselective intramolecular michael reactions |
| title_fullStr | Bifunctional iminophosphorane superbase catalysed enantioselective intramolecular michael reactions |
| title_full_unstemmed | Bifunctional iminophosphorane superbase catalysed enantioselective intramolecular michael reactions |
| title_short | Bifunctional iminophosphorane superbase catalysed enantioselective intramolecular michael reactions |
| title_sort | bifunctional iminophosphorane superbase catalysed enantioselective intramolecular michael reactions |
| topic | Chemistry, Organic Enantioselective catalysis |
| work_keys_str_mv | AT sug bifunctionaliminophosphoranesuperbasecatalysedenantioselectiveintramolecularmichaelreactions |