A highly regioselective C-5 lithiation of uridine: a simple and general entry to 5-substituted uridines.
A highly regioselective C-5 lithiation of uridine was accomplished by using 2',3',5'-tris-O-(tert-butyldimethylsilyl)-uridine and sec-BuLi/TMEDA. The reactions of the C-5 lithiated species with various types of electrophiles and subsequent deprotection provide a simple and general entry to 5-substituted uridines.
D055598:Chemical Phenomena; D002621:Chemistry; D007202:Indicators and Reagents; D008094:Lithium; D013329:Structure-Activity Relationship; D014529:Uridine / Q000031:analogs & derivatives*
D007202:Indicators and Reagents; D008094:Lithium; D014529:Uridine