(2E)-4-Methoxy-2,4-pentadienamides as New Dienes in the Diels-Alder Reaction
(2E)-4-Methoxy-2,4-pentadienamides have been stereoselectively prepared by treatment of (2E,4E)-5-tosyl-2,4-pentadienamides with 1M methanolic potassium hydroxide in good yields. They behave as new electron-rich dienes in Diels-Alder reactions to give stereoselectively highly functionalized adducts...
| Autores: | , , , |
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| Tipo de recurso: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 1996 |
| 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/5bbc68e2b750603269e81147 |
| Acceso en línea: | https://investigacion.unirioja.es/documentos/5bbc68e2b750603269e81147 |
| Access Level: | acceso abierto |
| Sumario: | (2E)-4-Methoxy-2,4-pentadienamides have been stereoselectively prepared by treatment of (2E,4E)-5-tosyl-2,4-pentadienamides with 1M methanolic potassium hydroxide in good yields. They behave as new electron-rich dienes in Diels-Alder reactions to give stereoselectively highly functionalized adducts 3 mainly with endo-selectivity and, after hydrolysis, only their corresponding cyclohexanone derivatives 4. Semi-empirical calculations corroborate their reactivity. |
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