New modes for the osmium-catalyzed oxidative cyclization.
The osmium-catalyzed oxidative cyclization of amino alcohol initiators formally derived from 1,4-dienes is an effective method for the construction of pyrrolidines, utilizing a novel reoxidant (4-nitropyridine N-oxide = NPNO). The cyclization of enantiopure syn- and anti-amino alcohols gives rise to...
| Main Authors: | , , , |
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| Formato: | Journal article |
| Idioma: | English |
| Publicado em: |
2010
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| _version_ | 1826291495919943680 |
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| author | Donohoe, T Lindsay-Scott, P Parker, J Callens, C |
| author_facet | Donohoe, T Lindsay-Scott, P Parker, J Callens, C |
| author_sort | Donohoe, T |
| collection | OXFORD |
| description | The osmium-catalyzed oxidative cyclization of amino alcohol initiators formally derived from 1,4-dienes is an effective method for the construction of pyrrolidines, utilizing a novel reoxidant (4-nitropyridine N-oxide = NPNO). The cyclization of enantiopure syn- and anti-amino alcohols gives rise to enantiopure cis- and trans-2,5-disubstituted pyrrolidines, respectively. Moreover, the cyclization of bis-homoallylic amines bearing an exocyclic chelating group is shown to be a complementary method for trans-pyrrolidine formation. |
| first_indexed | 2024-03-07T03:00:15Z |
| format | Journal article |
| id | oxford-uuid:b0ba1e86-e10f-42a8-b62e-83754d6b5324 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T03:00:15Z |
| publishDate | 2010 |
| record_format | dspace |
| spelling | oxford-uuid:b0ba1e86-e10f-42a8-b62e-83754d6b53242022-03-27T03:58:33ZNew modes for the osmium-catalyzed oxidative cyclization.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:b0ba1e86-e10f-42a8-b62e-83754d6b5324EnglishSymplectic Elements at Oxford2010Donohoe, TLindsay-Scott, PParker, JCallens, CThe osmium-catalyzed oxidative cyclization of amino alcohol initiators formally derived from 1,4-dienes is an effective method for the construction of pyrrolidines, utilizing a novel reoxidant (4-nitropyridine N-oxide = NPNO). The cyclization of enantiopure syn- and anti-amino alcohols gives rise to enantiopure cis- and trans-2,5-disubstituted pyrrolidines, respectively. Moreover, the cyclization of bis-homoallylic amines bearing an exocyclic chelating group is shown to be a complementary method for trans-pyrrolidine formation. |
| spellingShingle | Donohoe, T Lindsay-Scott, P Parker, J Callens, C New modes for the osmium-catalyzed oxidative cyclization. |
| title | New modes for the osmium-catalyzed oxidative cyclization. |
| title_full | New modes for the osmium-catalyzed oxidative cyclization. |
| title_fullStr | New modes for the osmium-catalyzed oxidative cyclization. |
| title_full_unstemmed | New modes for the osmium-catalyzed oxidative cyclization. |
| title_short | New modes for the osmium-catalyzed oxidative cyclization. |
| title_sort | new modes for the osmium catalyzed oxidative cyclization |
| work_keys_str_mv | AT donohoet newmodesfortheosmiumcatalyzedoxidativecyclization AT lindsayscottp newmodesfortheosmiumcatalyzedoxidativecyclization AT parkerj newmodesfortheosmiumcatalyzedoxidativecyclization AT callensc newmodesfortheosmiumcatalyzedoxidativecyclization |