Benzeneselenenyl chloride allylic alcohols

Ally lie alcohols from allylsilanes. The adducts of benzeneselenenyl chloride to ullylsilanes on treatment with SnCl2 or Florisil undergo dechlorosilylation and rearrangement to give the less substituted allyl selenide. When oxidized, the allyl selenidcs are converted into the allylic alcohol in which the hydroxyl group occupies (lie more substituted site (6, 338). 

The addition of selenium electrophiles to activated ir-bonds (i.e. enol ethers) occurs readily. Enol ethers react with benzeneselenenyl chloride to produce cis- and tranj-a-chloro-P-phenylseleno adducts. These adducts can be transformed into a,p-dichlorides or allylic chlorides. If the reaction is carried out in the presence of alcohols, stereoisomers of P-seleno mixed ketals are isolated (equation 12). °... 

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