Nature Communications (May 2020)
Characterization of glycosyl dioxolenium ions and their role in glycosylation reactions
- Thomas Hansen,
- Hidde Elferink,
- Jacob M. A. van Hengst,
- Kas J. Houthuijs,
- Wouter A. Remmerswaal,
- Alexandra Kromm,
- Giel Berden,
- Stefan van der Vorm,
- Anouk M. Rijs,
- Hermen S. Overkleeft,
- Dmitri V. Filippov,
- Floris P. J. T. Rutjes,
- Gijsbert A. van der Marel,
- Jonathan Martens,
- Jos Oomens,
- Jeroen D. C. Codée,
- Thomas J. Boltje
Affiliations
- Thomas Hansen
- Leiden University, Leiden Institute of Chemistry
- Hidde Elferink
- Radboud University Institute for Molecules and Materials
- Jacob M. A. van Hengst
- Leiden University, Leiden Institute of Chemistry
- Kas J. Houthuijs
- Radboud University Institute for Molecules and Materials
- Wouter A. Remmerswaal
- Leiden University, Leiden Institute of Chemistry
- Alexandra Kromm
- Radboud University Institute for Molecules and Materials
- Giel Berden
- Radboud University Institute for Molecules and Materials, FELIX Laboratory, Toernooiveld 7-c
- Stefan van der Vorm
- Leiden University, Leiden Institute of Chemistry
- Anouk M. Rijs
- Radboud University Institute for Molecules and Materials, FELIX Laboratory, Toernooiveld 7-c
- Hermen S. Overkleeft
- Leiden University, Leiden Institute of Chemistry
- Dmitri V. Filippov
- Leiden University, Leiden Institute of Chemistry
- Floris P. J. T. Rutjes
- Radboud University Institute for Molecules and Materials
- Gijsbert A. van der Marel
- Leiden University, Leiden Institute of Chemistry
- Jonathan Martens
- Radboud University Institute for Molecules and Materials, FELIX Laboratory, Toernooiveld 7-c
- Jos Oomens
- Radboud University Institute for Molecules and Materials, FELIX Laboratory, Toernooiveld 7-c
- Jeroen D. C. Codée
- Leiden University, Leiden Institute of Chemistry
- Thomas J. Boltje
- Radboud University Institute for Molecules and Materials
- DOI
- https://doi.org/10.1038/s41467-020-16362-x
- Journal volume & issue
-
Vol. 11,
no. 1
pp. 1 – 9
Abstract
Dioxolenium ion intermediates formed from remote positions are hypothesized to direct stereoselective glycosylations. Herein we combine infrared ion spectroscopy, DFT calculations and synthetic work to characterize and study these dioxolenium ions and their role in stereoselective glycosylation reactions.
