A NOVEL STEREOSPECIFIC RADICAL CYCLIZATION OF 2',3'-O-ISOPROPYLIDENEURIDE AND -ADENOSINE 5'-ALDEHYDE TO THE CORRESPONDING 6,5'-CYCLODIHYDROURIDINE AND 8,5'-CYCLOADENOSINE DERIVATES

Article abstract of DOI:10.1016/0040-4039(88)80020-0

Treatment of 2',3'-O-isopropylideneuridine 5'-aldehyde with tributyltin hydride in the presence of azobisisobutyronitrile affords (6S,5'S)-cyclo-5,6-dihydro-2',3'-O-isopropylideneuridine in a stereospecific manner.A similar reaction with N₆-benzoyl-2',3'-O-isopropylideneadenosine 5'-aldehyde leads to the corresponding 8,5'-cycloadenosine.