A mild method for the synthesis of a novel dehydrobutyrine-containing amino acid

Webster, Alexandra M.; Coxon, Christopher R.; Kenwright, Alan M.; Sandford, Graham; Cobb, Steven L.

Abstract

Dehydrobutyrine is an amino acid that is present in a range of peptide natural products. Reaction of pentafluoropyridine with threonine and subsequent E1cb-type elimination allowed the preparation of novel dehydrobutyrine-containing amino acids under mild conditions.

Citation

Webster, A. M., Coxon, C. R., Kenwright, A. M., Sandford, G., & Cobb, S. L. (2014). A mild method for the synthesis of a novel dehydrobutyrine-containing amino acid. Tetrahedron, 70(31), 4661-4667. https://doi.org/10.1016/j.tet.2014.05.031

• Journal Article Type: Article
• Publication Date: Aug 5, 2014
• Deposit Date: Oct 21, 2013
• Publicly Available Date: Jun 17, 2014
• Journal: Tetrahedron
• Print ISSN: 0040-4020
• Publisher: Elsevier
• Peer Reviewed: Peer Reviewed
• Volume: 70
• Issue: 31
• Pages: 4661-4667
• DOI: https://doi.org/10.1016/j.tet.2014.05.031
• Keywords: Pentafluoropyridine, Nucleophilic aromatic substitution, Dehydrobutyrine, Amino acid.
• Public URL: https://durham-repository.worktribe.com/output/1448041