R-(+)-limonene diastereoselective epoxidation: A minireview about of the synthesis methods
R-(+)-limonene epoxidation has been focused from different synthesis methods. Thanks to the optically active epoxides obtained from this reaction are widely employed at industrial level, like: agrochemicals, polymers, cosmetics, pharmaceuticals. A key point found in this topic has been the asymmetri...
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| Format: | Online |
| Language: | spa |
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Universidad Pedagógica y Tecnológica de Colombia
2022
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| Online Access: | https://revistas.uptc.edu.co/index.php/ciencia_en_desarrollo/article/view/14154 |
| _version_ | 1801706353982439424 |
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| author | Rubio Rodríguez, Juan Alejandro Jairo Antonio |
| author_facet | Rubio Rodríguez, Juan Alejandro Jairo Antonio |
| author_sort | Rubio Rodríguez, Juan Alejandro |
| collection | OJS |
| description | R-(+)-limonene epoxidation has been focused from different synthesis methods. Thanks to the optically active epoxides obtained from this reaction are widely employed at industrial level, like: agrochemicals, polymers, cosmetics, pharmaceuticals. A key point found in this topic has been the asymmetric induction to improve the yield to the diastereomers of 1,2-limonene oxide. Many catalysts have been developed for the diastereoselective epoxidation, but some oxidation methodology have not been so useful. The enzymes and the Jacobsen´s catalyst presented the highest selectivity towards the endocyclic epoxides diastereomers, while other catalysts like metals supported on mesoporous materials were directed to one or more oxidation products, reducing their potential industrial scaling. Also, it was evidenced that controlling the reaction parameters it allows the segregation homogeneous catalyst to a phase different from the reaction products, thus increasing its useful reutilization in several reaction cycles. This minireview confronts the different systems used for the diastereoselective epoxidation of R-(+)-limonene. Challenges, issues and trends of said chemical transformation are also discussed. |
| format | Online |
| id | oai:oai.revistas.uptc.edu.co:article-14154 |
| institution | Revista Ciencia en Desarrollo |
| language | spa |
| publishDate | 2022 |
| publisher | Universidad Pedagógica y Tecnológica de Colombia |
| record_format | ojs |
| spelling | oai:oai.revistas.uptc.edu.co:article-141542023-06-26T20:43:15Z R-(+)-limonene diastereoselective epoxidation: A minireview about of the synthesis methods Epoxidación diasteroselectiva de R-(+)-limoneno: una minirevisión acerca de los métodos de sintesis Rubio Rodríguez, Juan Alejandro Jairo Antonio R-( )-limonene, epoxidation, catalytic oxidation, 1,2-limonene oxide, diastereomers R-( )-limoneno, Epoxidación, Oxidación catalítica, Óxido de 1,2-limoneno, Diastereoisómeros. R-(+)-limonene epoxidation has been focused from different synthesis methods. Thanks to the optically active epoxides obtained from this reaction are widely employed at industrial level, like: agrochemicals, polymers, cosmetics, pharmaceuticals. A key point found in this topic has been the asymmetric induction to improve the yield to the diastereomers of 1,2-limonene oxide. Many catalysts have been developed for the diastereoselective epoxidation, but some oxidation methodology have not been so useful. The enzymes and the Jacobsen´s catalyst presented the highest selectivity towards the endocyclic epoxides diastereomers, while other catalysts like metals supported on mesoporous materials were directed to one or more oxidation products, reducing their potential industrial scaling. Also, it was evidenced that controlling the reaction parameters it allows the segregation homogeneous catalyst to a phase different from the reaction products, thus increasing its useful reutilization in several reaction cycles. This minireview confronts the different systems used for the diastereoselective epoxidation of R-(+)-limonene. Challenges, issues and trends of said chemical transformation are also discussed. La epoxidación de R-(+)-limoneno ha sido enfocada desde diferentes métodos de síntesis. Gracias a los epóxidos ópticamente activos obtenidos de esta reacción, son ampliamente empleados a nivel industrial, como: agroquímicos, polímeros, cosméticos, farmacéuticos. Un punto clave encontrado en este tema ha sido la inducción asimétrica para mejorar el rendimiento a los diastereoisómeros del óxido de 1,2-limoneno. Se han desarrollado muchos catalizadores para la epoxidación diastereoselectiva, pero algunas metodologías de oxidación no han sido tan útiles. Las enzimas y el catalizador de Jacobsen presentaron la mayor selectividad hacia los diastereoisómeros epóxidos endocíclicos, mientras que otros catalizadores como los metales soportados sobre materiales mesoporosos se dirigieron a uno o más productos de oxidación, reduciendo su potencial escalamiento industrial. Además, se evidenció que el control de los parámetros de reacción permite la segregación del catalizador homogéneo a una fase distinta a la de los productos de reacción, aumentando así su reutilización útil en varios ciclos de reacción. Esta minirevisión confronta los diferentes sistemas utilizados para la epoxidación diastereoselectiva de R-(+)-limoneno. También se discuten los desafíos, problemas y tendencias de dicha transformación química. Universidad Pedagógica y Tecnológica de Colombia 2022-07-12 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion application/pdf https://revistas.uptc.edu.co/index.php/ciencia_en_desarrollo/article/view/14154 10.19053/01217488.v13.n2.2022.14154 Ciencia En Desarrollo; Vol. 13 No. 2 (2022): Vol. 13 Núm. 2 (2022): Vol. 13 Núm. 2 (2022): Vol 13, Núm.2 (2022): Julio-Diciembre; 167-184 Ciencia en Desarrollo; Vol. 13 Núm. 2 (2022): Vol. 13 Núm. 2 (2022): Vol. 13 Núm. 2 (2022): Vol 13, Núm.2 (2022): Julio-Diciembre; 167-184 2462-7658 0121-7488 spa https://revistas.uptc.edu.co/index.php/ciencia_en_desarrollo/article/view/14154/12655 |
| spellingShingle | R-( )-limonene, epoxidation, catalytic oxidation, 1,2-limonene oxide, diastereomers R-( )-limoneno, Epoxidación, Oxidación catalítica, Óxido de 1,2-limoneno, Diastereoisómeros. Rubio Rodríguez, Juan Alejandro Jairo Antonio R-(+)-limonene diastereoselective epoxidation: A minireview about of the synthesis methods |
| title | R-(+)-limonene diastereoselective epoxidation: A minireview about of the synthesis methods |
| title_alt | Epoxidación diasteroselectiva de R-(+)-limoneno: una minirevisión acerca de los métodos de sintesis |
| title_full | R-(+)-limonene diastereoselective epoxidation: A minireview about of the synthesis methods |
| title_fullStr | R-(+)-limonene diastereoselective epoxidation: A minireview about of the synthesis methods |
| title_full_unstemmed | R-(+)-limonene diastereoselective epoxidation: A minireview about of the synthesis methods |
| title_short | R-(+)-limonene diastereoselective epoxidation: A minireview about of the synthesis methods |
| title_sort | r limonene diastereoselective epoxidation a minireview about of the synthesis methods |
| topic | R-( )-limonene, epoxidation, catalytic oxidation, 1,2-limonene oxide, diastereomers R-( )-limoneno, Epoxidación, Oxidación catalítica, Óxido de 1,2-limoneno, Diastereoisómeros. |
| topic_facet | R-( )-limonene, epoxidation, catalytic oxidation, 1,2-limonene oxide, diastereomers R-( )-limoneno, Epoxidación, Oxidación catalítica, Óxido de 1,2-limoneno, Diastereoisómeros. |
| url | https://revistas.uptc.edu.co/index.php/ciencia_en_desarrollo/article/view/14154 |
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