Functionalized bicyclo[3.3.0]octanes by enantioselective transannular desymmetrization.
[figure: see text] Enantioselective alpha-deprotonation-rearrangement of achiral substituted cyclooctene oxides 7, 17, and 18 using organolithiums in the presence of (-)-sparteine (3) or (-)-alpha-isosparteine (4) gives the functionalized bicyclo[3.3.0]octan-2-ols 8, 19, and 20 in 56-72% yields and...
| Main Authors: | , |
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| Format: | Journal article |
| Language: | English |
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2001
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| _version_ | 1826302437354373120 |
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| author | Hodgson, D Cameron, I |
| author_facet | Hodgson, D Cameron, I |
| author_sort | Hodgson, D |
| collection | OXFORD |
| description | [figure: see text] Enantioselective alpha-deprotonation-rearrangement of achiral substituted cyclooctene oxides 7, 17, and 18 using organolithiums in the presence of (-)-sparteine (3) or (-)-alpha-isosparteine (4) gives the functionalized bicyclo[3.3.0]octan-2-ols 8, 19, and 20 in 56-72% yields and 83-89% ee's. |
| first_indexed | 2024-03-07T05:47:32Z |
| format | Journal article |
| id | oxford-uuid:e7b7998f-138e-4cae-a705-131d6dc1ed11 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T05:47:32Z |
| publishDate | 2001 |
| record_format | dspace |
| spelling | oxford-uuid:e7b7998f-138e-4cae-a705-131d6dc1ed112022-03-27T10:41:01ZFunctionalized bicyclo[3.3.0]octanes by enantioselective transannular desymmetrization.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:e7b7998f-138e-4cae-a705-131d6dc1ed11EnglishSymplectic Elements at Oxford2001Hodgson, DCameron, I[figure: see text] Enantioselective alpha-deprotonation-rearrangement of achiral substituted cyclooctene oxides 7, 17, and 18 using organolithiums in the presence of (-)-sparteine (3) or (-)-alpha-isosparteine (4) gives the functionalized bicyclo[3.3.0]octan-2-ols 8, 19, and 20 in 56-72% yields and 83-89% ee's. |
| spellingShingle | Hodgson, D Cameron, I Functionalized bicyclo[3.3.0]octanes by enantioselective transannular desymmetrization. |
| title | Functionalized bicyclo[3.3.0]octanes by enantioselective transannular desymmetrization. |
| title_full | Functionalized bicyclo[3.3.0]octanes by enantioselective transannular desymmetrization. |
| title_fullStr | Functionalized bicyclo[3.3.0]octanes by enantioselective transannular desymmetrization. |
| title_full_unstemmed | Functionalized bicyclo[3.3.0]octanes by enantioselective transannular desymmetrization. |
| title_short | Functionalized bicyclo[3.3.0]octanes by enantioselective transannular desymmetrization. |
| title_sort | functionalized bicyclo 3 3 0 octanes by enantioselective transannular desymmetrization |
| work_keys_str_mv | AT hodgsond functionalizedbicyclo330octanesbyenantioselectivetransannulardesymmetrization AT cameroni functionalizedbicyclo330octanesbyenantioselectivetransannulardesymmetrization |