Synthesis of cyclobutane serine analogues
(Chemical Equation Presented). In this paper, we describe a thermal [2 + 2] cycloaddition involving 2-acylaminoacrylates as electron-poor acceptor alkenes, a reaction that involves a Michael-Dieckmann-type process. The reaction gives rise to a new substituted cyclobutane skeleton that can be transfo...
| Autores: | , , , |
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| Formato: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 2005 |
| País: | España |
| Recursos: | Universidad de La Rioja (UR) |
| Repositorio: | RIUR. Repositorio Institucional de la Universidad de La Rioja |
| OAI Identifier: | oai:portal.dialnet.es:doc/5bbc690db750603269e8143a |
| Acesso em linha: | https://investigacion.unirioja.es/documentos/5bbc690db750603269e8143a |
| Access Level: | acceso abierto |
| Resumo: | (Chemical Equation Presented). In this paper, we describe a thermal [2 + 2] cycloaddition involving 2-acylaminoacrylates as electron-poor acceptor alkenes, a reaction that involves a Michael-Dieckmann-type process. The reaction gives rise to a new substituted cyclobutane skeleton that can be transformed into amino acid derivatives. For example, a number of transformations were carried out to give the two pairs of stereoisomers of the 2-hydroxycyclobutane-α- amino acid serine analogue (c4Ser); compounds 22 and 23. This synthesis covers a gap in knowledge in the broad field of restricted amino acids. |
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