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

Research output: Contribution to journalArticleResearchpeer-review

Abstract

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
Volume52
Issue number24
DOIs
Publication statusPublished - 2016

Cite this

Gleeson, Ellen C ; Wang, Zhen J ; Robinson, Samuel D ; Chhabra, Sandeep ; MacRaild, Christopher A ; Jackson, W Roy ; Norton, Raymond S ; Robinson, Andrea J. / Stereoselective synthesis and structural elucidation of dicarba peptides. In: Chemical Communications. 2016 ; Vol. 52, No. 24. pp. 4446-4449.
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Stereoselective synthesis and structural elucidation of dicarba peptides. / Gleeson, Ellen C; Wang, Zhen J; Robinson, Samuel D; Chhabra, Sandeep; MacRaild, Christopher A; Jackson, W Roy; Norton, Raymond S; Robinson, Andrea J.

In: Chemical Communications, Vol. 52, No. 24, 2016, p. 4446-4449.

Research output: Contribution to journalArticleResearchpeer-review

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AU - Gleeson, Ellen C

AU - Wang, Zhen J

AU - Robinson, Samuel D

AU - Chhabra, Sandeep

AU - MacRaild, Christopher A

AU - Jackson, W Roy

AU - Norton, Raymond S

AU - Robinson, Andrea J

PY - 2016

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