Brønsted Acid-Catalyzed Dipeptides Functionalization through Azlactones

Azlactones are useful building blocks in the synthesis of functional amino acid derivatives, heterocycles and bioactive molecules. In this work, a protocol for the organocatalytic functionalization of dipeptides has been presented. 2-Alkyl-substituted azlactone intermediates in the presence of different amines and alcohols were combined in a ring opening reaction approach. The products were synthesized in moderate to excellent isolated yields, providing new insights in peptide transformations involving carbodiimide activation.

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Bibliographic Details
Main Authors: Santos,Igor F. dos, Castro,Pedro P. de, Almeida,Angelina M. de, Amarante,Giovanni W.
Format: Digital revista
Language:English
Published: Sociedade Brasileira de Química 2017
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532017000701145
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Description
Summary:Azlactones are useful building blocks in the synthesis of functional amino acid derivatives, heterocycles and bioactive molecules. In this work, a protocol for the organocatalytic functionalization of dipeptides has been presented. 2-Alkyl-substituted azlactone intermediates in the presence of different amines and alcohols were combined in a ring opening reaction approach. The products were synthesized in moderate to excellent isolated yields, providing new insights in peptide transformations involving carbodiimide activation.