Synthesis of a new type of conformationally constrained alfa, alfa-disubstituted-beta-amino acids and beta-lactams in enantiomerically pure form
Optically active cis-, 8a and 8b, and trans-1-aminomethyl-2-phenylcyclohexane-1-carboxylic acids, 9a and 9b, were obtained starting from 1,3-butadiene using Diels-Alder cycloadditions with chiral (E)-2-cyanocinnamates as key steps and following a protocol of stereocontrolled reactions. Subsequent cy...
| Autores: | , , , |
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| Tipo de recurso: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 1995 |
| 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/5bbc68fdb750603269e81302 |
| Acceso en línea: | https://investigacion.unirioja.es/documentos/5bbc68fdb750603269e81302 |
| Access Level: | acceso abierto |
| Sumario: | Optically active cis-, 8a and 8b, and trans-1-aminomethyl-2-phenylcyclohexane-1-carboxylic acids, 9a and 9b, were obtained starting from 1,3-butadiene using Diels-Alder cycloadditions with chiral (E)-2-cyanocinnamates as key steps and following a protocol of stereocontrolled reactions. Subsequent cyclization of these conformationally constrained β-amino acids led to the corresponding α,α-disubstituted-β-lactams 10a, 10b, 11a and 11b in enantiomerically pure forms. |
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