An efficient synthesis of 9-[(1-hydroxymethyl)-cyclobut-1-ene-3-yl] adenine and 1-(adenin-9-yl)-3-methylidene-but-1-ene-4-ol via regiospecific addition of phenyl selenenyl bromide to the alkene precursor

Article abstract of DOI:10.1016/S0040-4039(00)60857-2

Phenylselenenyl bromide permits the efficient synthesis, in two steps, under mild conditions and in good yield of the allylic bromide 8 from 6-chloro-9-(3-methylidene-1-cyclobutyl) purine 4. Depending on the temperature, 9-[(1-hydroxymethyl)-cyclobut-1-ene-3-yl] adenine 1 and 1-(adenin-9-yl)-3-methylidene-but-1-ene-4-ol 2 were then specifically obtained in two steps.