| Title | Additive-controlled stereoselective glycosylations of 2,3-oxazolidinone protected glucosamine or galactosamine thioglycoside donors with phenols based on preactivation protocol |
| Authors | Qin, Qi Xiong, De-Cai Ye, Xin-Shan |
| Affiliation | Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China. Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Xue Yuan Rd 38, Beijing 100191, Peoples R China. |
| Keywords | Additive Stereoselectivity Glycosylation Preactivation Aryl glycoside NEIGHBORING GROUP PARTICIPATION HEPARIN-LIKE OLIGOSACCHARIDES ONE-POT SYNTHESIS BETA-MANNOPYRANOSIDES O-GLCNAC GLYCOCINNASPERIMICIN-D GLYCOSIDIC LINKAGES ALPHA-GLYCOSYLATION ENDOCYCLIC CLEAVAGE SULFOXIDE METHOD |
| Issue Date | 2015 |
| Publisher | 碳水化合物研究 |
| Citation | CARBOHYDRATE RESEARCH.2015,403,104-114. |
| Abstract | Stereo-controllable glycosylation reactions of 2,3-oxazolidinone protected glucosamine thioglycoside donor with different phenol acceptors based on preactivation protocol, are described. It was found that BF3.Et2O worked as alpha-directing additive, while TTBP acted as beta-directing additive. Simply by altering additives, either alpha-aryl glycosides or beta-aryl glycosides were achieved in a stereoselective manner. The additives were also applied to the stereoselective glycosylation reactions of 2,3-oxazolidinone protected galactosamine donor with phenol substrates. (C) 2014 Elsevier Ltd. All rights reserved. |
| URI | http://hdl.handle.net/20.500.11897/156299 |
| ISSN | 0008-6215 |
| DOI | 10.1016/j.carres.2014.07.004 |
| Indexed | SCI(E) EI PubMed |
| Appears in Collections: | 药学院 天然药物与仿生药物国家重点实验室 |
