Current Organic Synthesis

Author(s): Pedro P. De Castro, Igor F. Dos Santos and Giovanni W. Amarante

DOI: 10.2174/1570179413999151211114542

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Brønsted Acid Catalyzed Peptide Synthesis through Azlactone Rings

Page: [440 - 444] Pages: 5

  • * (Excluding Mailing and Handling)

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.