Stereochemistry of oxidation of diastereoisomeric d(TpA) phosphonates with sulphur and iodine–[18O]water
Abstract
Oxidation of the diastereoisomeric phosphonate diesters of d(TpA)(3a) or (3b) with sulphur showed that the reaction is stereospecific and proceeds with retention of configuration; oxidation with I2–H218O, however, leads to (Sp)-[18O]d(TpA), preferentially, regardless of the diastereoisomeric phosphonate diester used.