Stereoselective synthesis and structural elucidation of dicarba peptides

Ellen C Gleeson, Zhen J Wang, Samuel D Robinson, Sandeep Chhabra, Christopher A MacRaild, W Roy Jackson, Raymond S Norton, Andrea J Robinson

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15 Citations (Scopus)


A facile stereoselective synthesis of cis and trans unsaturated dicarba peptides has been established using preformed diaminosuberic acid derivatives as bridging units. In addition, characteristic spectral differences in the 13C-NMR spectra of the cis- and trans-isomers show that the chemical shift of carbons in the Δ4,5-diaminosuberic acid residue can be used to assign stereochemistry in unsaturated dicarba peptides formed from ring closing metathesis of linear peptide sequences.

Original languageEnglish
Pages (from-to)4446-4449
Number of pages4
JournalChemical Communications
Issue number24
Publication statusPublished - 2016

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