Zumpe FL,
Kazmaier U.
*
Universität Heidelberg, Germany
Application of the Palladium-Catalyzed N-Allylation to the Modification of Amino Acids and Peptides.
Synthesis 1999; 1785-1791
DOI:
10.1055/s-1999-3598
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.
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.
