An asymmetric domino Friedel-Crafts/lactonization sequence between phenols and trifluoropyruvate has been accomplished for the first enantioselective synthesis of (S)-BHFF, a positive allosteric modulator (PAM) of GABAB receptor. The developed protocol leads to 3-OH-benzofuranone derivatives bearing a quaternary stereogenic center, and gives a valuable access to bioactive compounds with promising pharmaceutical applications. © 2016 Elsevier Ltd. All rights reserved.
First asymmetric organocatalyzed domino Friedel–Crafts/lactonization reaction in the enantioselective synthesis of the GABAB receptor modulator (S)-BHFF / Vetica, Fabrizio; de Figueiredo, Renata Marcia; Cupioli, Emilia; Gambacorta, Augusto; Loreto, M. Antonietta; Miceli, Martina; Gasperi, Tecla. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - ELETTRONICO. - 57:7(2016), pp. 750-753. [10.1016/j.tetlet.2016.01.015]
First asymmetric organocatalyzed domino Friedel–Crafts/lactonization reaction in the enantioselective synthesis of the GABAB receptor modulator (S)-BHFF
Vetica, Fabrizio;Loreto, M. Antonietta;Miceli, Martina;
2016
Abstract
An asymmetric domino Friedel-Crafts/lactonization sequence between phenols and trifluoropyruvate has been accomplished for the first enantioselective synthesis of (S)-BHFF, a positive allosteric modulator (PAM) of GABAB receptor. The developed protocol leads to 3-OH-benzofuranone derivatives bearing a quaternary stereogenic center, and gives a valuable access to bioactive compounds with promising pharmaceutical applications. © 2016 Elsevier Ltd. All rights reserved.| File | Dimensione | Formato | |
|---|---|---|---|
|
Vetica_Asymmetric_2016.pdf
solo gestori archivio
Note: https://www.sciencedirect.com/science/article/pii/S0040403916300156?via%3Dihub
Tipologia:
Versione editoriale (versione pubblicata con il layout dell'editore)
Licenza:
Tutti i diritti riservati (All rights reserved)
Dimensione
778.09 kB
Formato
Adobe PDF
|
778.09 kB | Adobe PDF | Contatta l'autore |
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
