A stereoselective synthesis of dinucleotide phosphorothioates, using chiral phosphoramidites as intermediates

Article abstract of DOI:10.1016/0040-4039(95)02355-0

1,2-Di-O-cyclopentylidene-5-isopropylamino-D-xylofuranose 4 and its enantiomer ent-4 were used as chiral auxiliaries to form, respectively, Rp and Sp dinucleotide phosphorothioates 11 and 12 in 98% diastereomeric excess, using phosphoramidite methodology and 2-bromo-4,5-dicyanoimidazole as catalyst.