Linezolid 1 is an antibacterial oxazolidinone approved by FDA in 2000 for the treatment of fastidious bacterial infections.1 The asymmetric synthesis of Linezolid-like molecules make use of the chiral pool approach, through the so-called Manninen reaction.2 This strategy requires the use of BuLi, low temperature and a long elaboration of the acetamide chain. Curiously, the only catalyzed approach toward the asymmetrical synthesis of Linezolid was just recently reported, and belongs to the use of proline-derived catalysts in aldol reactions as the key step.3 This procedure is quite interesting except for the low yield. Here we report a new synthesis of Linezolid, based on a Cu(II)-catalyzed asymmetric Henry reaction. The target compound was obtained in good overall yield, and enantiomeric excess.
Accardo, A., PALUMBO PICCIONELLO, A., Pace, A., Pierro, P., & Buscemi, S. (2013). ASYMMETRIC SYNTHESIS OF LINEZOLID THROUGH CATALYZED HENRY REACTION. In 13° SAYCS-Sigma-Aldrich Young Chemists Symposium.
Autori: | Accardo, A.; PALUMBO PICCIONELLO, A.; Pace, A.; Pierro, P.; Buscemi, S. | |
Titolo: | ASYMMETRIC SYNTHESIS OF LINEZOLID THROUGH CATALYZED HENRY REACTION | |
Settore Scientifico Disciplinare: | Settore CHIM/06 - Chimica Organica | |
Data di creazione: | 2013 | |
Nome del convegno: | 13° SAYCS-Sigma-Aldrich Young Chemists Symposium | |
Luogo del convegno: | Riccione | |
Anno del convegno: | 28-30 ottobre 2013 | |
Data di concessione: | 2013 | |
Data di pubblicazione: | 2013 | |
Numero di pagine: | 1 | |
Citazione: | Accardo, A., PALUMBO PICCIONELLO, A., Pace, A., Pierro, P., & Buscemi, S. (2013). ASYMMETRIC SYNTHESIS OF LINEZOLID THROUGH CATALYZED HENRY REACTION. In 13° SAYCS-Sigma-Aldrich Young Chemists Symposium. | |
Tipologia: | 0 - Proceedings (TIPOLOGIA NON ATTIVA) | |
Appare nelle tipologie: | 0 - Proceedings (TIPOLOGIA NON ATTIVA) |
File in questo prodotto:
File | Descrizione | Tipologia | Licenza | |
---|---|---|---|---|
Abstract SAYCS 2013.pdf | N/A | Open Access Visualizza/Apri |