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Stereo-controlled C-C bond formation at the anomeric position of uracil nucleosides
K Haraguchi1, Y Itoh, H Tanaka
1School of Pharmaceutical Sciences, Showa University, Tokyo, Japan.
Nucleic Acids Symposium Series
|January 1, 1993
Abstract:
Stereoselective synthesis of 1'-carbon-substituted uracil nucleosides has been achieved through face-selective bromo-pivaloyloxylation of a 1',2'-unsaturated derivative and successive SnCl4-promoted nucleophilic substitution with organosilicon reagents. This constitutes the first example of C-C bond formation at the anomeric position of nucleosides.