A surprising ring opening mechanism in the formation of α-D-arabinofuranosyl nucleosides from 5-substituted uracils

Article abstract of DOI:10.1055/s-1992-26363

Reaction of silylated 5-substituted uracil derivatives 6 with methyl 2,3,5-tri-O-benzoyl-α-D-arabinofuranoside (3) in the presence of trimethylsilyl trifluoromethanesulfonate afforded a mixture of the corresponding 5-substituted 1-(2,3,5-tri-O-benzoyl-α-D