Tetrahedron Letters p. 3175 - 3178 (1989)
Update date:2022-08-04
Topics:
Ceccherelli, P.
Curini, M.
Marcotullio, M. C.
Rosati, O.
The reaction of excess phenylselenenyl halides with trisubstituted cyclic olefins in aqueous acetonitrile is regio- and stereospecific and affords trans halohydrins in excellent yields.The reaction proceeds through the formation of a β-hydroxyalkyl phenyl selenide which evolves to halohydrin presumably via an epoxy-intermediate.
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