SnCl<sub>2</sub>‐Catalyzed Phosphorylation of Alcohols and Selective Phosphorylation/Phosphinoylation of Carbohydrates
Phosphorylated molecules, particularly phosphorylated carbohydrates, have garnered significant interest due to their distinct biological activities, driving an urgent demand for efficient phosphorylation strategies. Herein, the successful development of a SnCl 2 ‐catalyzed protocol for the phosphorylation of alcohols and carbohydrates is demonstrated. Notably, the reaction efficiency is found to be critically dependent on the addition order of SnCl 2 and N , N ‐diisopropylethylamine, a phenomenon systematically investigated through mechanistic studies. A one‐pot sequential ketalization/phosphorylation strategy is established for polyol substrates, enabling streamlined access to phosphorylated derivatives. The versatility of this approach is further exemplified by achieving selective phosphorylation/phosphinoylation of carbohydrates.
Authors
- Hai Dong (ORCID: https://orcid.org/0000-0002-9794-1805)
- Xiaorui Zhang (ORCID: https://orcid.org/0000-0002-7030-6529)
- Jian Lv (ORCID: https://orcid.org/0000-0001-7641-5411)
Institutions
- Huazhong University of Science and Technology (CN)
- Wuhan Institute of Technology (CN)
Publication Details
- Journal
- European Journal of Organic Chemistry
- Published
- 2025-04-16
- DOI
- https://doi.org/10.1002/ejoc.202500209
- Citations
- 2
- Primary Topic
- Organophosphorus compounds synthesis
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- Wuhan Institute of Technology