N-(1-alkenyl) derivatives of 2,4-Pyrimidinediones (6 - 9) were prepared in
a one pot synthesis from aldehydes and the nucleobases using trimethylsilyl
trifluoromethanesulfonate (TfOTMS) as coupling reagent. Presilylation of t
he above nucleobases, and N-6-benzoyladenine, with excess N,O-bis(trimethyl
silyl)acetamide (BSA) followed by addition of one mol eq. TfOTMS yielded th
e N-(1-trimethylsilyloxyalkyl) derivatives 1 - 5.