Amide Skeletal Elongation via Amino Acid Insertion.

Amide derivatization is useful to access valuable organic compounds considering the ready availability of molecules containing amide functionality. Current methods to derivatize amide mainly focus on the synthesis of carbonyl-containing compounds and amines. Incorporating both parts of the initial amide into the new derivatives is rare. Herein, we describe a simple and practical amide derivatization through amino acid insertion to prepare more complex amides. This insertion is applicable to a wide range of amino acids and more importantly, the chiral information is completely conserved during the insertion. Comparison of this insertion strategy with conventional amide synthesis demonstrates the synthetic advantages of this new protocol. © 2023 Wiley-VCH Verlag GmbH.

Citation

Zhengqiang Liu, Lei Zhou, Wenbo H Liu. Amide Skeletal Elongation via Amino Acid Insertion. Chemistry (Weinheim an der Bergstrasse, Germany). 2023 Aug 15;29(46):e202301729

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PMID: 37259820

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