Abstract

By reaction with ammonium persulfate the easily available diselenide derived from (1R)-(+)-camphor was converted into the camphorselenenyl sulfate. This chiral nonracemic electrophilic selenium reagent reacted with alkenes, at 40 °C in acetonitrile in the presence of water, to afford the selenohydroxylated adducts in good yields and with moderate to good facial selectivity. The two diastereomeric addition products could be separated in most cases.

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