Stereoselective C-terminal peptide elongation from Chan-Lam-Evans reaction generated isopropenyl esters

Open Access
Authors
Publication date 28-02-2019
Journal Organic & Biomolecular Chemistry
Volume | Issue number 17 | 8
Pages (from-to) 2103-2106
Number of pages 4
Organisations
  • Faculty of Science (FNWI) - Van 't Hoff Institute for Molecular Sciences (HIMS)
Abstract C-Terminal dipeptide isopropenyl esters were synthesised by a Cu(II)-mediated Chan-Lam-Evans enol esterification of peptide carboxylic acids and isoprenyl boroxine. These shelf stable peptide esters could be coupled stereoselectively with a variety of amino acid and dipeptide nucleophiles in high yield and purity in the presence of pyrazole/DBU as the catalyst.
Document type Article
Note - Part of collection: Chemical biology in OBC. - With supplementary file
Language English
Published at https://doi.org/10.1039/c8ob02102c
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