Synthesis and spectroscopic characterization of cyclobutyl hydantoins
The hydantoin moiety has proved to be an important pharmacophore that confers a wide range of biological properties to different derivatives. Thus, synthetic methods have been developed to obtain such molecules. Herein, we describe the heterocyclization process to obtain imidazolidine-2,4-diones (hy...
| Autores: | , , , , |
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| Tipo de recurso: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 2018 |
| País: | Argentina |
| Institución: | Consejo Nacional de Investigaciones Científicas y Técnicas |
| Repositorio: | CONICET Digital (CONICET) |
| Idioma: | inglés |
| OAI Identifier: | oai:ri.conicet.gov.ar:11336/86995 |
| Acceso en línea: | http://hdl.handle.net/11336/86995 |
| Access Level: | acceso abierto |
| Palabra clave: | BUCHERER-BERG REACTION CYCLOBUTANONES HYDANTOINS METHYLCYCLOBUTYL KETONES NUCLEAR MAGNETIC RESONANCE https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
| Sumario: | The hydantoin moiety has proved to be an important pharmacophore that confers a wide range of biological properties to different derivatives. Thus, synthetic methods have been developed to obtain such molecules. Herein, we describe the heterocyclization process to obtain imidazolidine-2,4-diones (hydantoin compounds) from methylcyclobutyl ketones and cyclobutanones derived from (−)-(1S)-α-pinene and (−)-(1S)-verbenone through the Bucherer-Berg reaction. The methylcyclobutyl hydantoins and the spirohydantoin obtained were fully characterized, determining their absolute stereochemistry by nuclear magnetic resonance experiments and theoretical calculations. |
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