Bifunctional iminophosphorane catalyzed amide enolization for enantioselective cyclohexadienone desymmetrization.
The organocatalytic enolization of 2-arylacetamides, followed by an enantioselective intramolecular conjugate addition to tethered 2,5-cyclohexadienones, yielding 3D fused N-heterocycles, is described. The transformation represents the first strong activating group-free activation of carboxamides vi...
| Κύριοι συγγραφείς: | , , , , |
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| Μορφή: | Journal article |
| Γλώσσα: | English |
| Έκδοση: |
Wiley
2023
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| _version_ | 1826312851099222016 |
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| author | Poh, CYX Rozsar, D Yang, J Christensen, KE Dixon, DJ |
| author_facet | Poh, CYX Rozsar, D Yang, J Christensen, KE Dixon, DJ |
| author_sort | Poh, CYX |
| collection | OXFORD |
| description | The organocatalytic enolization of 2-arylacetamides, followed by an enantioselective intramolecular conjugate addition to tethered 2,5-cyclohexadienones, yielding 3D fused N-heterocycles, is described. The transformation represents the first strong activating group-free activation of carboxamides via α-C-H deprotonation in a metal-free, catalytic, and enantioselective reaction, and is achieved by employing a bifunctional iminophosphorane (BIMP) superbase. |
| first_indexed | 2024-04-09T03:57:45Z |
| format | Journal article |
| id | oxford-uuid:56c7f3f7-b7fb-4e3f-9960-aacba6e0695b |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-09-25T04:01:37Z |
| publishDate | 2023 |
| publisher | Wiley |
| record_format | dspace |
| spelling | oxford-uuid:56c7f3f7-b7fb-4e3f-9960-aacba6e0695b2024-04-30T16:02:28ZBifunctional iminophosphorane catalyzed amide enolization for enantioselective cyclohexadienone desymmetrization.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:56c7f3f7-b7fb-4e3f-9960-aacba6e0695bEnglishSymplectic ElementsWiley2023Poh, CYXRozsar, DYang, JChristensen, KEDixon, DJThe organocatalytic enolization of 2-arylacetamides, followed by an enantioselective intramolecular conjugate addition to tethered 2,5-cyclohexadienones, yielding 3D fused N-heterocycles, is described. The transformation represents the first strong activating group-free activation of carboxamides via α-C-H deprotonation in a metal-free, catalytic, and enantioselective reaction, and is achieved by employing a bifunctional iminophosphorane (BIMP) superbase. |
| spellingShingle | Poh, CYX Rozsar, D Yang, J Christensen, KE Dixon, DJ Bifunctional iminophosphorane catalyzed amide enolization for enantioselective cyclohexadienone desymmetrization. |
| title | Bifunctional iminophosphorane catalyzed amide enolization for enantioselective cyclohexadienone desymmetrization. |
| title_full | Bifunctional iminophosphorane catalyzed amide enolization for enantioselective cyclohexadienone desymmetrization. |
| title_fullStr | Bifunctional iminophosphorane catalyzed amide enolization for enantioselective cyclohexadienone desymmetrization. |
| title_full_unstemmed | Bifunctional iminophosphorane catalyzed amide enolization for enantioselective cyclohexadienone desymmetrization. |
| title_short | Bifunctional iminophosphorane catalyzed amide enolization for enantioselective cyclohexadienone desymmetrization. |
| title_sort | bifunctional iminophosphorane catalyzed amide enolization for enantioselective cyclohexadienone desymmetrization |
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