THE STEREOCHEMICAL OUTCOME OF THE DAST FLUORINATION OF 4'-THIOPYRIMIDINE NUCLEOSIDES WITH UP HYDROXYL-GROUPS IS CONTROLLED BY THE OXIDATION-STATE OF THE SULFUR ATOM
Ls. Jeong et Ve. Marquez, THE STEREOCHEMICAL OUTCOME OF THE DAST FLUORINATION OF 4'-THIOPYRIMIDINE NUCLEOSIDES WITH UP HYDROXYL-GROUPS IS CONTROLLED BY THE OXIDATION-STATE OF THE SULFUR ATOM, Chemistry Letters, (4), 1995, pp. 301-302
DAST fluorination of -3-deoxy-4-thio-beta-D-threo-pentofuranosyl)uraci
l proceeds with retention of configuration, while the corresponding su
lfoxide gives mainly the inverted product. The sulfone proceeds with e
limination.