the presence of nucleophilic nitrogen centers which are often present in heteroarenes of medicinal chemistry importance, and selenylation reagents are highly chemoselective for alkene functionalizations. Furthermore, much like C-Hg bonds, which can be facilely cleaved into C•, C-Se bonds are excellent radical precursors, 18 and their reduced toxicity makes organoselenides more attractive intermediates relative to organomercurials (Scheme 1). We were thus interested in developing a tethered silanoxyselenylation of allylic alcohols. Such a reaction would form protected 1,3-diol organoselenides in a single step from the corresponding allylic silanol starting materials. Based on precedent from selenolactonization 19, 20 and selenoetherfication chemistry, 21-23 we envisioned that such products would be valuable intermediates in the syntheses of important carbohydrate or polyketide targets.