New methods for organocatalyzed asymmetric synthesis of spirocyclic pyrazolones from pyrazole-4,5-diones and n-boc protected pyrazolinone ketimines
- Autores: Marta Gil Ordoñez
- Directores de la Tesis: José María Andrés García (dir. tes.), Alicia Maestro Fernández (codir. tes.)
- Lectura: En la Universidad de Valladolid ( España ) en 2023
- Idioma: inglés
- Tribunal Calificador de la Tesis: Gonzalo Blay Llinares (presid.), Rubén Manzano San José (secret.), José Antonio Fuentes García (voc.)
- Programa de doctorado: Programa de Doctorado en Química: Química de Síntesis, Catálisis y Materiales Avanzados por la Universidad de Valladolid
- Materias:
- Enlaces
- Tesis en acceso abierto en: UVADOC
- Resumen
Pyrazole derivatives are an interesting class of heterocycles known for the wide range of applications they enable. Among all of them, spirocyclic pyrazolones and 4-amino-5-pyrazolone derivatives belong to a wide family of compounds with well-known pharmacological properties (antitumoral, analgesic). Due to this, chemists have devoted efforts to the asymmetric synthesis of these compounds. Whereas pyrazolin-5-ones and unsaturated pyrazolones have been extensively used as starting materials in asymmetric reactions, pyrazolin-4,5-diones and their corresponding N-Boc ketimines derivatives have hardly been used. On the other hand, asymmetric organocatalysis constitutes one of the most useful, effective and eco-friendly strategies for the asymmetric synthesis of organic compounds, and, because of this, it is a growing field.
Consequently, the main objective in this Doctoral Thesis is the development of new methods for the asymmetric synthesis of spirocyclic pyrazolones and 4-amino-5-pirazolone derivatives from pyrazolin-4,5-diones and their N-Boc ketimines derivatives. Two different strategies will be used: covalent catalysis, by using chiral N-heterocyclic carbenes, and hydrogen bonding catalysis through the use of chiral bifunctional squaramides.
