Recent developments in the chemistry of lithiated epoxides
Although the lithium base-induced β-elimination of epoxides to allylic alcohols is a well-known reaction, α-lithiation has also been described many times. The resulting lithiated epoxides, first postulated as intermediates by Cope in 1951, have been invoked in a wide range of reactions, with their c...
| Main Authors: | , |
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| Format: | Journal article |
| Language: | English |
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2002
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| _version_ | 1826279328082558976 |
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| author | Hodgson, D Gras, E |
| author_facet | Hodgson, D Gras, E |
| author_sort | Hodgson, D |
| collection | OXFORD |
| description | Although the lithium base-induced β-elimination of epoxides to allylic alcohols is a well-known reaction, α-lithiation has also been described many times. The resulting lithiated epoxides, first postulated as intermediates by Cope in 1951, have been invoked in a wide range of reactions, with their carbenoid properties allowing for very different reactivities. This review covers the recent advances (∼1996 - mid 2002) in the rich chemistry of these main-group metal carbenoids, especially their generation by enantioselective α-deprotonation. |
| first_indexed | 2024-03-06T23:57:03Z |
| format | Journal article |
| id | oxford-uuid:749a058b-43e8-4a8b-a3d3-d40ea475fe18 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-06T23:57:03Z |
| publishDate | 2002 |
| record_format | dspace |
| spelling | oxford-uuid:749a058b-43e8-4a8b-a3d3-d40ea475fe182022-03-26T20:03:56ZRecent developments in the chemistry of lithiated epoxidesJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:749a058b-43e8-4a8b-a3d3-d40ea475fe18EnglishSymplectic Elements at Oxford2002Hodgson, DGras, EAlthough the lithium base-induced β-elimination of epoxides to allylic alcohols is a well-known reaction, α-lithiation has also been described many times. The resulting lithiated epoxides, first postulated as intermediates by Cope in 1951, have been invoked in a wide range of reactions, with their carbenoid properties allowing for very different reactivities. This review covers the recent advances (∼1996 - mid 2002) in the rich chemistry of these main-group metal carbenoids, especially their generation by enantioselective α-deprotonation. |
| spellingShingle | Hodgson, D Gras, E Recent developments in the chemistry of lithiated epoxides |
| title | Recent developments in the chemistry of lithiated epoxides |
| title_full | Recent developments in the chemistry of lithiated epoxides |
| title_fullStr | Recent developments in the chemistry of lithiated epoxides |
| title_full_unstemmed | Recent developments in the chemistry of lithiated epoxides |
| title_short | Recent developments in the chemistry of lithiated epoxides |
| title_sort | recent developments in the chemistry of lithiated epoxides |
| work_keys_str_mv | AT hodgsond recentdevelopmentsinthechemistryoflithiatedepoxides AT grase recentdevelopmentsinthechemistryoflithiatedepoxides |