Please use this identifier to cite or link to this item: http://repositorio.unicamp.br/jspui/handle/REPOSIP/63287
Type: Artigo de periódico
Title: Bronsted acid catalyzed azlactone ring opening by nucleophiles
Author: Pereira, AA
de Castro, PP
de Mello, AC
Ferreira, BRV
Eberlin, MN
Amarante, GW
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.
Subject: Azlactones
Alcohols
Amines
ESI(+)-MS/MS
Organocatalysis
Bronsted acid
Country: Inglaterra
Editor: Pergamon-elsevier Science Ltd
Rights: fechado
Identifier DOI: 10.1016/j.tet.2013.11.037
Date Issue: 2014
Appears in Collections:Unicamp - Artigos e Outros Documentos

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