An improved P(V)-N activation strategy for the synthesis of nucleoside diphosphate 6-deoxy-L-sugars

作者：Sun, Qi^*; Li, Xingjian; Sun, Jian; Gong, Shanshan; Liu, Gang; Liu, Guodong

来源：Tetrahedron, 2014, 70(2): 294-300.

DOI：10.1016/j.tet.2013.11.059

• Nucleoside diphosphate sugar
• H-Phosphonate
• Sugar-l-phosphate
• Phosphoropiperidate
• 4,5-Dicyanoimidazole

Four nucleoside diphosphate 6-deoxy-(L)-sugars have been efficiently synthesized by coupling sugar-1-phosphates prepared from the H-phosphonate precursors with nucleoside 5'-phosphoropiperidates in the presence of 4,5-dicyanoimidazole (DCI) as the activator. Compared to the conventional 1H-tetrazole-promoted phosphoromorpholidate method, the new phosphoropiperidate/DCI system significantly shortened the reaction time and afforded nucleoside diphosphate sugars in excellent isolated yields.

• 出版日期2014-1-14
• 单位江西科技师范大学