Please use this identifier to cite or link to this item: http://repositorio.unicamp.br/jspui/handle/REPOSIP/63287
Type: Artigo
Title: Brønsted acid catalyzed azlactone ring opening by nucleophiles
Author: Pereira, Adriane A.
Castro, Pedro P. de
Mello, Amanda C. de
Ferreira, Bruno R.V.
Eberlin, Marcos N.
Amarante, Giovanni W.
Abstract: Bronsted acid catalyzed azlactone ring opening in the presence of different nucleophiles leading to the efficient synthesis of protected amides and amino esters is presented. Sixteen compounds were synthesized in good to excellent isolated yields. Mechanism investigation by using ESI(+)-MS/MS revealed that the CSA catalyst promotes azlactone activation for electrophilic attack facilitating therefore the attack of the nucleophile that leads to ring opening and protonation. (C) 2013 Elsevier Ltd. All rights reserved.
Brønsted acid catalyzed azlactone ring opening in the presence of different nucleophiles leading to the efficient synthesis of protected amides and amino esters is presented. Sixteen compounds were synthesized in good to excellent isolated yields. Mechani
Subject: Álcoois
Aminas
Organocatálise
Country: Reino Unido
Editor: Elsevier
Citation: Tetrahedron. Pergamon-elsevier Science Ltd, v. 70, n. 20, n. 3271, n. 3275, 2014.
Rights: fechado
Fechado
Identifier DOI: 10.1016/j.tet.2013.11.037
Address: https://www.sciencedirect.com/science/article/pii/S0040402013017377
Date Issue: 2014
Appears in Collections:IQ - Artigos e Outros Documentos

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