Hydroxyselenation of Allylic Alcohols

Article abstract of DOI:10.1016/0040-4039(95)00247-A

Hydroxyselenation of terminal or cyclic allylic alcohols occurs with high regio- and stereoselectivity to give β,β'-dihydroxyphenylselenated adducts in high yields.A mechanism for this selectivity is proposed.The utility of these adducts is illustrated by the conversion of the hydroxyselenide (9a) to the epoxide (11) via the intermediacy of a selenone.