Stereoselective Synthesis of β‐ <i>C</i> ‐glycosides From Exoglycals Through Radical C─C Bond Formation
We describe herein a convenient strategy for the preparation of β-C-glycosides via the addition of radical species onto exoglycals. This method is efficient, general and achieved in mild conditions starting from xanthates derivatives and using triethylborane as initiator and 4-tert-butylcatechol as hydrogen atom source. This hydroalkylation reaction is completely regioselective with moderate to complete stereoselectivity.
Authors
- Guillaume Pilet (ORCID: https://orcid.org/0000-0002-0548-0651)
- David Gueyrard (ORCID: https://orcid.org/0000-0002-9657-3836)
- Noémie Murard
Institutions
- Université Claude Bernard Lyon 1 (FR)
- Centre National de la Recherche Scientifique (FR)
- Institut de Chimie et Biochimie Moléculaires et Supramoléculaires (FR)
- Laboratoire des Multimatériaux et Interfaces (FR)
Publication Details
- Journal
- Chemistry - A European Journal
- Published
- 2026-08-03
- DOI
- https://doi.org/10.1002/chem.71515
- Primary Topic
- Carbohydrate Chemistry and Synthesis
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Université Claude Bernard Lyon 1
- Conseil National de la Recherche Scientifique