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Peptide‐Embedded Heterocycles by Mild Single and Multiple Aza‐Wittig Ring Closures
Author(s) -
Riedrich Matthias,
Harkal Surendra,
Arndt HansDieter
Publication year - 2007
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200604507
Subject(s) - ring (chemistry) , chemistry , wittig reaction , amino acid , peptide , combinatorial chemistry , aqueous medium , stereochemistry , aqueous solution , organic chemistry , biochemistry
Ring a ring o'azoles : The aza‐Wittig cyclization of amino acids and peptides is extremely mild, selective, and versatile. The reaction of amino acid esters and amino acid thioester azides delivers peptidic 1,3‐azolines and 1,3‐azoles with unsurpassed functional‐group tolerance. This method allows multiple ring closures and tolerates aqueous solvents.