Benvenuti nell'Anagrafe della Ricerca d'Ateneo
La valutazione delle attività di ricerca che si svolgono nelle università ha assunto un'importanza rilevante sia per l'intero sistema universitario sia all'interno di ogni singolo ateneo. Roma Tre si è quindi dotata di idonei strumenti informativi in grado di supportare al meglio le azioni di monitoraggio e di valutazione delle attività di ricerca svolte nei propri dipartimentied ha realizzato una Anagrafe della Ricerca di Ateneo.
EnglishTaking into account the postulated reaction mechanism for the organocatalytic epoxidation of electron-poor olefins developed by our laboratory, we have investigated the key factors able to positively influence the H-bond network installed inside the substrate/catalyst/oxidizing agent. With this aim, we have: (i) tested a few catalysts displaying various effects that noticeably differ in terms of steric hindrance and electron demand; (ii) employed alpha-alkylidene oxindoles decorated with different substituents on the aromatic ring (11a-g), the exocyclic double bond (11h-l), and the amide moiety (11m-v). The observed results suggest that the modification of the electron-withdrawing group (EWG) weakly conditions the overall outcomes, and conversely a strong influence is unambiguously ascribable to either the N-protected or N-protected lactam framework. Specifically, when the NH free substrates (11m-u) are employed, an inversion of the stereochemical control is observed, while the introduction of a Boc protecting group affords the desired product 12v in excellent enantioselectivity (97:3 er).
Miceli, M., Mazziotta, A., Palumbo, C., Roma, E., Tosi, E., Longhi, G., et al. (2018). Asymmetric synthesis of spirooxindoles via nucleophilic epoxidation promoted by bifunctional organocatalysts. MOLECULES, 23(2), 438 [10.3390/molecules23020438].
| Titolo: | Asymmetric synthesis of spirooxindoles via nucleophilic epoxidation promoted by bifunctional organocatalysts | |
| Autori: | ||
| Data di pubblicazione: | 2018 | |
| Rivista: | ||
| Citazione: | Miceli, M., Mazziotta, A., Palumbo, C., Roma, E., Tosi, E., Longhi, G., et al. (2018). Asymmetric synthesis of spirooxindoles via nucleophilic epoxidation promoted by bifunctional organocatalysts. MOLECULES, 23(2), 438 [10.3390/molecules23020438]. | |
| Handle: | http://hdl.handle.net/11590/331022 | |
| Appare nelle tipologie: | 1.1 Articolo in rivista |
File in questo prodotto:
http://hdl.handle.net/11590/331022
Copyright © 2022