Direct Conversion of a Benzylic Hydroxy Group into a Selenenyl Group Using the Phenyl Trimethylsilyl Selenide-Aluminum Bromide Combination

抄録

A new reagent system, phenyl trimethylsilyl selenide-aluminum bromide, was developed for the direct conversion of various benzylic hydroxy groups into a selenenyl group. Treatment of cinnamyl alcohol with this reagent system yielded 3, 4-dihydro-4-phenyl-2H-1-benzoselenin via a [3, 3]-sigmatropic rearrangement of the intermediate cinnamyl phenyl selenide.