| Title | Additive-controlled synthesis of 1-and 2-dexoysugars from thioglycosides |
| Authors | Wu, Xia Wu, Biao Gao, Chen-Fei Ye, Xin-Shan Xiong, De-Cai |
| Affiliation | Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China Nanjing Univ, Sch Life Sci, State Key Lab Pharmaceut Biotechnol, Nanjing, Peoples R China |
| Keywords | REDUCTIVE-CLEAVAGE METHOD AUTHENTIC STANDARDS POSITIONAL ISOMERS C-GLYCOSIDES GLYCOSYLATION REACTION PROBES SUGARS ACIDS CORE ARYL |
| Issue Date | Dec-2021 |
| Publisher | JOURNAL OF CARBOHYDRATE CHEMISTRY |
| Abstract | Two photoreactions for the synthesis of 1- and 2-deoxysugars from thioglycosides were developed. In the presence of Hantzsch ester as an additive, a wide range of 1-deoxysugars were synthesized in moderate to excellent yields under irradiation with UV light without an exogenous photosensitizer. On the other hand, the utilization of 2,4,6-tri-tert-butylpyrimidine (TTBP) as the additive furnished a variety of 2-deoxysugars as the main products from their corresponding thioglycosides. The reported methodology has a broad substrate scope and high functional group tolerance and is scalable to gram-scale reaction. |
| URI | http://hdl.handle.net/20.500.11897/634245 |
| ISSN | 0732-8303 |
| DOI | 10.1080/07328303.2021.2015366 |
| Indexed | SCI(E) |
| Appears in Collections: | 药学院 天然药物与仿生药物国家重点实验室 |
