Diastereoisomeric Synthesis of Novel Analogues of d4T having an Isochroman Glycon Moiety

1,2-O-Isopropylidene-a-D-xylofuranose has been used as a chiral protecting group of the formyl group of 2-bromobenzaldehyde, in which it acts as a resolving agent leading to separable diastereoisomers when a new stereocenter is created by substitution of bromine by a 2,3-dihydroxypropyl chain. These separated diastereoisomers were cyclised to furnish the target nucleoside analogues of d4T as an isochroman