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Stereoselective Access to Azetidine-Based α-Amino Acids and Applications to Small Peptide Synthesis.

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Non-natural azetidine-based amino acids (Aze) present interesting features in protein engineering. A simple organometallic route toward unsaturated carboxylic acid precursors is presented. Subsequent metal-catalyzed asymmetric reduction allowed for the synthesis… Click to show full abstract

Non-natural azetidine-based amino acids (Aze) present interesting features in protein engineering. A simple organometallic route toward unsaturated carboxylic acid precursors is presented. Subsequent metal-catalyzed asymmetric reduction allowed for the synthesis of a new library of 2-azetidinylcarboxylic acids, which were finally employed in the formation of small peptide chains.

Keywords: amino acids; azetidine based; stereoselective access; small peptide; based amino

Journal Title: Organic letters
Year Published: 2020

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