Brønsted Acid Catalyzed Peptide Synthesis through Azlactone Rings

Pedro      P. De Castro; Igor      F. Dos Santos; Giovanni      W. Amarante

doi:10.2174/1570179413999151211114542

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.

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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

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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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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