Synthesis of N-Allyl Amino Acids and Peptides

Key words

palladium catalysis - allylation - amino acids - peptides

Significance

N-Alkyl amino acids and peptides are key building blocks for many peptide drugs. In particular, N-allyl amino acids and peptides form key motifs for the synthesis of cyclic peptides. In 1999, Kazmaier and Zumpe developed a palladium-catalyzed N-allylation of N-tosyl and N-trifluoroacetyl amino acids and peptides.

 

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Comment

Palladium-catalyzed N-allylation of esters of N-tosyl and N-trifluoroacetyl amino acids and peptides with allyl ethyl carbonate proceeded smoothly to deliver desired products in good yields. The protocol is very simple in practice and proceeds under neutral conditions.

 

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Publikationsverlauf

Artikel online veröffentlicht:
17. November 2022