標題: | Iterative alpha-Glycosylation Strategy for 2-Deoxy- and 2,6-Dideoxysugars: Application to the One-Pot Synthesis of Deoxysugar-Containing Oligosaccharides |
作者: | Chen, Jiun-Han Ruei, Jyh-Herng Mong, Kwok-Kong Tony 應用化學系 Department of Applied Chemistry |
關鍵字: | Carbohydrates;Oligosaccharides;Glycosylation |
公開日期: | 1-三月-2014 |
摘要: | This paper describes the development of an iterative and -selective glycosylation method for 2-deoxyglycosyl and 2,6-dideoxythioglycoside donors based on the DMF modulation concept. We used NMR spectroscopy to probe the 2-deoxyglycosyl imidinium intermediate and elucidated the conditions to decrease the formation of glycal and thus to increase the reaction yields. Further elaboration of the glycosylation method opened the gate for an iterative one-pot synthesis of 2-deoxy- and 2,6-dideoxyglycoside-containing oligosaccharides. |
URI: | http://dx.doi.org/10.1002/ejoc.201400006 http://hdl.handle.net/11536/147675 |
ISSN: | 1434-193X |
DOI: | 10.1002/ejoc.201400006 |
期刊: | EUROPEAN JOURNAL OF ORGANIC CHEMISTRY |
Volume: | 2014 |
起始頁: | 1827 |
結束頁: | 1831 |
顯示於類別: | 期刊論文 |