Autor: |
Chen, Shuangyuan, Wei, Feifei, Cheng, Xinqiang, Luo, Ying, Meng, Fancui, Zhang, Yuanwen, Huang, Wenqian, Lv, Jun, Pan, Hong, Wu, Qingqing, Zhao, Guilong |
Zdroj: |
The Journal of Organic Chemistry; April 2024, Vol. 89 Issue: 7 p4802-4817, 16p |
Abstrakt: |
A general approach for regioselective deacetylation at sugar 3-OH of peracetylated 6-deoxy-C-glucopyranosides mediated by BCl3was developed. The approach could be extended to other sugar-derived 6-deoxy-C-glycopyranosides, such as those derived from mannose, galactose, and rhamnose, with deacetylation occurring at varied sugar hydroxyl groups, and further extended to 4-deoxy-C-glucopyranosides with deacetylation occurring at sugar 3-OH. The approach would enable access to synthetically challenging carbohydrate derivatives. A possible mechanism of the regioselectivity was proposed. |
Databáze: |
Supplemental Index |
Externí odkaz: |
|