Fluorine-directed diastereoselective iodocyclizations.
(Chemical Equation Presented) An inside job: β-Fluorinated lactones and tetrahydrofurans are synthesized by iodocyclization of various allylic fluorides. The fluorine substituent acts as a highly efficient syn-stereodirecting group for the ring closure. The experimental results combined with theoret...
| Main Authors: | , , , , , |
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| Format: | Journal article |
| Language: | English |
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2008
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| _version_ | 1797065268916125696 |
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| author | Tredwell, M Luft, J Schuler, M Tenza, K Houk, K Gouverneur, V |
| author_facet | Tredwell, M Luft, J Schuler, M Tenza, K Houk, K Gouverneur, V |
| author_sort | Tredwell, M |
| collection | OXFORD |
| description | (Chemical Equation Presented) An inside job: β-Fluorinated lactones and tetrahydrofurans are synthesized by iodocyclization of various allylic fluorides. The fluorine substituent acts as a highly efficient syn-stereodirecting group for the ring closure. The experimental results combined with theoretical studies provide evidence in support of an "inside fluoro effect" to account for the sense and level of stereocontrol of these reactions. © 2008 Wiley-VCH Verlag GmbH and Co. KGaA. |
| first_indexed | 2024-03-06T21:26:14Z |
| format | Journal article |
| id | oxford-uuid:432e56a3-5956-4340-80f9-49b39f4cf75c |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-06T21:26:14Z |
| publishDate | 2008 |
| record_format | dspace |
| spelling | oxford-uuid:432e56a3-5956-4340-80f9-49b39f4cf75c2022-03-26T14:53:54ZFluorine-directed diastereoselective iodocyclizations.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:432e56a3-5956-4340-80f9-49b39f4cf75cEnglishSymplectic Elements at Oxford2008Tredwell, MLuft, JSchuler, MTenza, KHouk, KGouverneur, V(Chemical Equation Presented) An inside job: β-Fluorinated lactones and tetrahydrofurans are synthesized by iodocyclization of various allylic fluorides. The fluorine substituent acts as a highly efficient syn-stereodirecting group for the ring closure. The experimental results combined with theoretical studies provide evidence in support of an "inside fluoro effect" to account for the sense and level of stereocontrol of these reactions. © 2008 Wiley-VCH Verlag GmbH and Co. KGaA. |
| spellingShingle | Tredwell, M Luft, J Schuler, M Tenza, K Houk, K Gouverneur, V Fluorine-directed diastereoselective iodocyclizations. |
| title | Fluorine-directed diastereoselective iodocyclizations. |
| title_full | Fluorine-directed diastereoselective iodocyclizations. |
| title_fullStr | Fluorine-directed diastereoselective iodocyclizations. |
| title_full_unstemmed | Fluorine-directed diastereoselective iodocyclizations. |
| title_short | Fluorine-directed diastereoselective iodocyclizations. |
| title_sort | fluorine directed diastereoselective iodocyclizations |
| work_keys_str_mv | AT tredwellm fluorinedirecteddiastereoselectiveiodocyclizations AT luftj fluorinedirecteddiastereoselectiveiodocyclizations AT schulerm fluorinedirecteddiastereoselectiveiodocyclizations AT tenzak fluorinedirecteddiastereoselectiveiodocyclizations AT houkk fluorinedirecteddiastereoselectiveiodocyclizations AT gouverneurv fluorinedirecteddiastereoselectiveiodocyclizations |