Journal
ORGANIC LETTERS
Volume 8, Issue 6, Pages 1049-1052Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol052811j
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A peptide-(alpha)thiophenylester is a key reactant in native chemical ligation. Preformation of the peptide-(alpha)thiophenylester could be useful for enhancing the ligation reaction. We report the direct on-resin preparation of preformed peptide-(alpha)thiophenylesters using a simple and efficient method. The peptide-(alpha)thiophenylester reacted extremely rapidly with a Cys-peptide when compared to the peptide-(alpha)thioalkylester.
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