Abstract
The ring opening reaction of a wide range of mono-, di- and trisubstituted epoxides with the phenylselenide anion under PTC conditions provides a simple, mild and efficient method for preparation of β-hydroxy phenylselenides with high regio- and stereoselectivity in yields from 67 to 98%. The reactions are carried out in aqueous NaOH/ THF using aminoiminomethanesulfinic acid (thiourea dioxide, TDO) to generate sodium phenylselenide from diphenyldiselenide.
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