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...
| Prif Awduron: | , , , , |
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| Fformat: | Journal article |
| Iaith: | English |
| Cyhoeddwyd: |
Wiley
2023
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| Crynodeb: | 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. |
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