Abstract
Selenium dichloride reacted with acrylic acid, ethyl acrylate, and acrylonitrile at −20°C in a regionselective fashion to give the corresponding anti-Markovnikov adducts. This reaction was used as a basis to develop an efficient procedure for the synthesis of new functionalized selenides in nearly quantitative yields. Raising the temperature to −10°C or ambient led to loss of regioselectivity and formation of mixtures of addition products at both α- and β-positions of the double bond.
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