Abstract
Attempted fluorination of 1-(5- O-trityl-3-deoxy-4-thio-β-D- erythro-pentofuranosyl)-3-(2- methoxyethoxymethyl)uracil ( 12) and 1-(5- O-trityl-2-deoxy-4-thio-β-D- erythro-pentofuranosyl)-3-(2- methoxyethoxymethyl)uracil ( 14) with diethylaminosulfur trifluoride (DAST) produced very reactive N 3- MEM- O 2,2- and N 3-MEM- O 2,3-anhydronucleoside intermediates ( 16) that reacted with KF to give the desired fluorinated nucleosides with retention of configuration.
Published Version
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