Scope of the directed dihydroxylation: application to cyclic homoallylic alcohols and trihaloacetamides.
The synthesis and directed dihydroxylation of a range of cyclic alkenes was investigated. Both homoallylic alcohols and homoallylic trihaloacetamides were found to be efficient directing groups, giving rise to good to excellent levels of remote asymmetric induction with OsO4-TMEDA. Interestingly, in...
| Päätekijät: | , , , , , |
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| Aineistotyyppi: | Journal article |
| Kieli: | English |
| Julkaistu: |
2003
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| _version_ | 1826267798082420736 |
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| author | Donohoe, T Mitchell, L Waring, M Helliwell, M Bell, A Newcombe, N |
| author_facet | Donohoe, T Mitchell, L Waring, M Helliwell, M Bell, A Newcombe, N |
| author_sort | Donohoe, T |
| collection | OXFORD |
| description | The synthesis and directed dihydroxylation of a range of cyclic alkenes was investigated. Both homoallylic alcohols and homoallylic trihaloacetamides were found to be efficient directing groups, giving rise to good to excellent levels of remote asymmetric induction with OsO4-TMEDA. Interestingly, in all cases examined, trifluoroacetamides were found to be superior to trichloroacetamides as directing groups and an argument is presented which rationalises this observation. |
| first_indexed | 2024-03-06T20:59:44Z |
| format | Journal article |
| id | oxford-uuid:3a7b711a-15da-4c96-9820-7e8c551da4ee |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-06T20:59:44Z |
| publishDate | 2003 |
| record_format | dspace |
| spelling | oxford-uuid:3a7b711a-15da-4c96-9820-7e8c551da4ee2022-03-26T14:01:50ZScope of the directed dihydroxylation: application to cyclic homoallylic alcohols and trihaloacetamides.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:3a7b711a-15da-4c96-9820-7e8c551da4eeEnglishSymplectic Elements at Oxford2003Donohoe, TMitchell, LWaring, MHelliwell, MBell, ANewcombe, NThe synthesis and directed dihydroxylation of a range of cyclic alkenes was investigated. Both homoallylic alcohols and homoallylic trihaloacetamides were found to be efficient directing groups, giving rise to good to excellent levels of remote asymmetric induction with OsO4-TMEDA. Interestingly, in all cases examined, trifluoroacetamides were found to be superior to trichloroacetamides as directing groups and an argument is presented which rationalises this observation. |
| spellingShingle | Donohoe, T Mitchell, L Waring, M Helliwell, M Bell, A Newcombe, N Scope of the directed dihydroxylation: application to cyclic homoallylic alcohols and trihaloacetamides. |
| title | Scope of the directed dihydroxylation: application to cyclic homoallylic alcohols and trihaloacetamides. |
| title_full | Scope of the directed dihydroxylation: application to cyclic homoallylic alcohols and trihaloacetamides. |
| title_fullStr | Scope of the directed dihydroxylation: application to cyclic homoallylic alcohols and trihaloacetamides. |
| title_full_unstemmed | Scope of the directed dihydroxylation: application to cyclic homoallylic alcohols and trihaloacetamides. |
| title_short | Scope of the directed dihydroxylation: application to cyclic homoallylic alcohols and trihaloacetamides. |
| title_sort | scope of the directed dihydroxylation application to cyclic homoallylic alcohols and trihaloacetamides |
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