Abstract
Brønsted acid catalyzed azlactone ring opening by amino acids leading to the synthesis of dipeptides is presented. Eleven compounds were synthesized in good to excellent isolated yields. Catalyst loading revealed that 5.0 mol % of (+/-)-CSA as an organocatalyst, under room temperature for 24 h, was suitable to promote this transformation.
Keywords: Azlactones, peptides, amino acids, organocatalysis, Brønted acid, (+/-)-camphorsulfonic acid.
Current Organic Synthesis
Title:Brønsted Acid Catalyzed Peptide Synthesis through Azlactone Rings
Volume: 13 Issue: 3
Author(s): Pedro P. De Castro, Igor F. Dos Santos and Giovanni W. Amarante
Affiliation:
Keywords: Azlactones, peptides, amino acids, organocatalysis, Brønted acid, (+/-)-camphorsulfonic acid.
Abstract: Brønsted acid catalyzed azlactone ring opening by amino acids leading to the synthesis of dipeptides is presented. Eleven compounds were synthesized in good to excellent isolated yields. Catalyst loading revealed that 5.0 mol % of (+/-)-CSA as an organocatalyst, under room temperature for 24 h, was suitable to promote this transformation.
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Cite this article as:
P. De Castro Pedro, F. Dos Santos Igor and W. Amarante Giovanni, Brønsted Acid Catalyzed Peptide Synthesis through Azlactone Rings, Current Organic Synthesis 2016; 13 (3) . https://dx.doi.org/10.2174/1570179413999151211114542
DOI https://dx.doi.org/10.2174/1570179413999151211114542 |
Print ISSN 1570-1794 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6271 |
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