An Efficient Synthetic Methodology for the Preparation of Glycosyl β‐diketones
Abstract In this study, we present a synthetic methodology for preparing glycosyl β‐diketones from the corresponding allyl ethers. The process involves three steps: nitrile oxide cycloadditions, reduction of the glycosyl isoxazolines, and oxidation of β‐hydroxyketones. This route is suitable for acid‐ and base‐sensitive protecting groups, and the reactions were conducted with retention of the anomeric configuration. The resulting glycosyl β‐diketones were then utilized in the synthesis of the corresponding pyrazoles.
Authors
- Ivan A. Barri (ORCID: https://orcid.org/0009-0002-8122-2758)
- Macarena S. Le Pors
- Pedro A. Colinas (ORCID: https://orcid.org/0000-0001-7688-3063)
Institutions
- Centro de Estudos de Cultura Contemporânea (BR)
- Universidad Nacional de La Plata (AR)
Publication Details
- Journal
- European Journal of Organic Chemistry
- Published
- 2024-12-23
- DOI
- https://doi.org/10.1002/ejoc.202401366
- Primary Topic
- Carbohydrate Chemistry and Synthesis
- Type
- article
- Field-Weighted Citation Impact
- 0.00