Tethered aminohydroxylation: dramatic improvements to the process.
[reaction: see text] Changing the identity of the N leaving group on a hydroxylamine-based reoxidant gives a dramatic improvement to the tethered aminohydroxylation reaction. Using OCOC6F5 as a leaving group means that only 1 mol % of osmium is required and yields as high as 98% can be obtained. Acy...
| Main Authors: | , , , , |
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| Format: | Journal article |
| Language: | English |
| Published: |
2007
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| _version_ | 1826281815580606464 |
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| author | Donohoe, T Bataille, C Gattrell, W Kloesges, J Rossignol, E |
| author_facet | Donohoe, T Bataille, C Gattrell, W Kloesges, J Rossignol, E |
| author_sort | Donohoe, T |
| collection | OXFORD |
| description | [reaction: see text] Changing the identity of the N leaving group on a hydroxylamine-based reoxidant gives a dramatic improvement to the tethered aminohydroxylation reaction. Using OCOC6F5 as a leaving group means that only 1 mol % of osmium is required and yields as high as 98% can be obtained. Acyclic homoallylic alcohols were substrates considered too unreactive for effective use in the tethered aminohydroxylation reaction; improved reaction conditions mean that they have now become viable substrates for oxidation. |
| first_indexed | 2024-03-07T00:34:29Z |
| format | Journal article |
| id | oxford-uuid:80eb80d2-67ea-4723-a16e-ae61808d0901 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T00:34:29Z |
| publishDate | 2007 |
| record_format | dspace |
| spelling | oxford-uuid:80eb80d2-67ea-4723-a16e-ae61808d09012022-03-26T21:26:41ZTethered aminohydroxylation: dramatic improvements to the process.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:80eb80d2-67ea-4723-a16e-ae61808d0901EnglishSymplectic Elements at Oxford2007Donohoe, TBataille, CGattrell, WKloesges, JRossignol, E[reaction: see text] Changing the identity of the N leaving group on a hydroxylamine-based reoxidant gives a dramatic improvement to the tethered aminohydroxylation reaction. Using OCOC6F5 as a leaving group means that only 1 mol % of osmium is required and yields as high as 98% can be obtained. Acyclic homoallylic alcohols were substrates considered too unreactive for effective use in the tethered aminohydroxylation reaction; improved reaction conditions mean that they have now become viable substrates for oxidation. |
| spellingShingle | Donohoe, T Bataille, C Gattrell, W Kloesges, J Rossignol, E Tethered aminohydroxylation: dramatic improvements to the process. |
| title | Tethered aminohydroxylation: dramatic improvements to the process. |
| title_full | Tethered aminohydroxylation: dramatic improvements to the process. |
| title_fullStr | Tethered aminohydroxylation: dramatic improvements to the process. |
| title_full_unstemmed | Tethered aminohydroxylation: dramatic improvements to the process. |
| title_short | Tethered aminohydroxylation: dramatic improvements to the process. |
| title_sort | tethered aminohydroxylation dramatic improvements to the process |
| work_keys_str_mv | AT donohoet tetheredaminohydroxylationdramaticimprovementstotheprocess AT bataillec tetheredaminohydroxylationdramaticimprovementstotheprocess AT gattrellw tetheredaminohydroxylationdramaticimprovementstotheprocess AT kloesgesj tetheredaminohydroxylationdramaticimprovementstotheprocess AT rossignole tetheredaminohydroxylationdramaticimprovementstotheprocess |