Journal article

Site-Selective Acylation of Pyranosides with Immobilized Oligopeptide Catalysts in Flow


Authors listSeitz, A; Wende, RC; Schreiner, PR

Publication year2023

JournalChemistry - A European Journal

Volume number29

Issue number18

ISSN0947-6539

eISSN1521-3765

Open access statusHybrid

DOI Linkhttps://doi.org/10.1002/chem.202203002

PublisherWiley


Abstract
We report the site-selective acetylation of partially protected monosaccharides using immobilized oligopeptide catalysts, which are readily accessible via solid-phase peptide synthesis. The catalysts are able to invert the intrinsic selectivity, which was determined using N-methylimidazole, for a variety of pyranosides. We demonstrate that the catalysts are stable for multiple reaction cycles and can be easily reused after separation from the reaction solution. The catalysts can also be used in flow without loss of reactivity and selectivity.



Citation Styles

Harvard Citation styleSeitz, A., Wende, R. and Schreiner, P. (2023) Site-Selective Acylation of Pyranosides with Immobilized Oligopeptide Catalysts in Flow, Chemistry - A European Journal, 29(18), Article e202203002. https://doi.org/10.1002/chem.202203002

APA Citation styleSeitz, A., Wende, R., & Schreiner, P. (2023). Site-Selective Acylation of Pyranosides with Immobilized Oligopeptide Catalysts in Flow. Chemistry - A European Journal. 29(18), Article e202203002. https://doi.org/10.1002/chem.202203002


Last updated on 2025-10-06 at 11:50