Reactivity of (Z)-4-arylidene-5(4H)-oxazolones: [4+2] cycloaddition versus [4+3] cycloaddition/nucleophilic trapping
The use of different aluminum derivatives in the reaction between cyclopentadiene and (Z)-2-phenyl-4-arylidene-5(4H)-oxazolones, and in particular the use of different equivalents of the reagent, allows the modulation of the synthesis of the norbornane skeleton by a [4+2] cycloaddition or the more i...
| Autores: | , , , |
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| Tipo de recurso: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 2002 |
| País: | España |
| Institución: | Universidad de La Rioja (UR) |
| Repositorio: | RIUR. Repositorio Institucional de la Universidad de La Rioja |
| OAI Identifier: | oai:portal.dialnet.es:doc/5bbc6909b750603269e813e2 |
| Acceso en línea: | https://investigacion.unirioja.es/documentos/5bbc6909b750603269e813e2 |
| Access Level: | acceso abierto |
| Palabra clave: | Cycloadditions Diels-Alder reactions Oxazolones Polycyclic heterocyclic compounds X-ray crystal structures |
| Sumario: | The use of different aluminum derivatives in the reaction between cyclopentadiene and (Z)-2-phenyl-4-arylidene-5(4H)-oxazolones, and in particular the use of different equivalents of the reagent, allows the modulation of the synthesis of the norbornane skeleton by a [4+2] cycloaddition or the more interesting bicyclo[3.2.1]octane framework by a [4+3] cycloaddition followed by nucleophilic trapping of the ionic dipole cycloadduct with cyclopentadiene. © 2002 Elsevier Science Ltd. All rights reserved. |
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