Synthesis of conformationally constrained hydroxy-alfa-amino acids by intramolecular conjugate addition
An efficient and easily applicable method for the synthesis of a variety of hydroxy-α-amino acids analogues of serine and phenylalanine has been established. The method involves the stereoselective intramolecular conjugate addition of the benzamide group to cyclohexenone promoted by Lewis acid. Subs...
| Autores: | , , , |
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| Tipo de recurso: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 2000 |
| 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/5bbc6903b750603269e81372 |
| Acceso en línea: | https://investigacion.unirioja.es/documentos/5bbc6903b750603269e81372 |
| Access Level: | acceso abierto |
| Palabra clave: | 5(4H)-oxazolone Amino acids Diels-Alder reaction Hydroxy-α-amino acids Intramolecular conjugate addition |
| Sumario: | An efficient and easily applicable method for the synthesis of a variety of hydroxy-α-amino acids analogues of serine and phenylalanine has been established. The method involves the stereoselective intramolecular conjugate addition of the benzamide group to cyclohexenone promoted by Lewis acid. Subsequent transformations of functional groups provide the conformationally constrained 2-hydroxy- and 2,4-dihydroxy-6-phenylcyclohexane-α-amino acids. |
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