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Synthesis of mono N-trifluoroethylated cyclic dipeptides
Authors:Darryl D. DesMarteau  Changqing Lu
Affiliation:Department of Chemistry, Clemson University, Clemson, SC 29634-0973, USA
Abstract:Trifluoroethylated N-termini in linear dipeptides l-TyrXOR [X = Gly, d-Ala, l-Leu, l-Phe, and l-Glu; R = H, Me, Et] exhibit sufficient nucleophilicity to give piperazine-2,5-dione ring formation through intramolecular cyclization reaction in acidic aqueous solutions. The reactions occur in high yield and with absolute configuration retention.
Keywords:Trifluoroethylation   Nucleophilicity   Intramolecular cyclization   Cyclic dipeptide
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