Ionic vs pericyclic transition states for the cyclization reactions of C alpha-N anions derived from amides and phosphinamides |
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| Authors: | Ramallal Antonio Morán López-Ortiz Fernando González Javier |
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| Affiliation: | Departamento de Química Orgánica e Inorgánica, Universidad de Oviedo, c/Julián Clavería 8, 33006, Oviedo, Spain. |
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| Abstract: | [structure: see text] Ab initio and DFT calculations indicate that the anionic cyclization of vinyl- and phenyl-carboxamides and phosphinamides metalated at the C(alpha)-N carbon fits better to a Michael-type ionic addition than to an electrocyclic ring closure. The lithium atom has no influence on the type of reaction mechanism. |
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