The tethered aminohydroxylation (TA) of cyclic allylic carbamates.
The tethered aminohydroxylation of cyclic allylic carbamates is described using catalytic amounts of potassium osmate. The mechanism of reaction involves formation of an imido-osmium complex which adds intramolecularly to alkenes with complete control of both regio- and stereoselectivity: the format...
| Hauptverfasser: | , , , |
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| Format: | Journal article |
| Sprache: | English |
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2002
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| _version_ | 1826293179268202496 |
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| author | Donohoe, T Johnson, P Cowley, A Keenan, M |
| author_facet | Donohoe, T Johnson, P Cowley, A Keenan, M |
| author_sort | Donohoe, T |
| collection | OXFORD |
| description | The tethered aminohydroxylation of cyclic allylic carbamates is described using catalytic amounts of potassium osmate. The mechanism of reaction involves formation of an imido-osmium complex which adds intramolecularly to alkenes with complete control of both regio- and stereoselectivity: the formation of syn-aminodiol motifs is now straightforward using this chemistry. Proof of the mechanism was obtained with an X-ray crystal structure of an azaglycolate osmate ester intermediate. |
| first_indexed | 2024-03-07T03:26:07Z |
| format | Journal article |
| id | oxford-uuid:b916b92e-5b5b-4710-88b5-a35d94c67255 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T03:26:07Z |
| publishDate | 2002 |
| record_format | dspace |
| spelling | oxford-uuid:b916b92e-5b5b-4710-88b5-a35d94c672552022-03-27T05:00:34ZThe tethered aminohydroxylation (TA) of cyclic allylic carbamates.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:b916b92e-5b5b-4710-88b5-a35d94c67255EnglishSymplectic Elements at Oxford2002Donohoe, TJohnson, PCowley, AKeenan, MThe tethered aminohydroxylation of cyclic allylic carbamates is described using catalytic amounts of potassium osmate. The mechanism of reaction involves formation of an imido-osmium complex which adds intramolecularly to alkenes with complete control of both regio- and stereoselectivity: the formation of syn-aminodiol motifs is now straightforward using this chemistry. Proof of the mechanism was obtained with an X-ray crystal structure of an azaglycolate osmate ester intermediate. |
| spellingShingle | Donohoe, T Johnson, P Cowley, A Keenan, M The tethered aminohydroxylation (TA) of cyclic allylic carbamates. |
| title | The tethered aminohydroxylation (TA) of cyclic allylic carbamates. |
| title_full | The tethered aminohydroxylation (TA) of cyclic allylic carbamates. |
| title_fullStr | The tethered aminohydroxylation (TA) of cyclic allylic carbamates. |
| title_full_unstemmed | The tethered aminohydroxylation (TA) of cyclic allylic carbamates. |
| title_short | The tethered aminohydroxylation (TA) of cyclic allylic carbamates. |
| title_sort | tethered aminohydroxylation ta of cyclic allylic carbamates |
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