New rearrangement of phenylseleno-and trimethylsilylmethyl groups in 2-hydroxy-3-trimethylsilylpropyl selenides

H Nishiyama, T Kitajima, A Yamamoto…

Index: Nishiyama, Hisao; Kitajima, Toshio; Yamamoto, Akiko; Itoh, Kenji Journal of the Chemical Society, Chemical Communications, 1982 , # 21 p. 1232 - 1233

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Abstract

2-Hydroxy-3-trimethylsilyl-propyl selenides, readily prepared by the reaction of α- phenylselenoaldehydes and trimethylsilylmethyl-lithium, are transformed into primary allylic selenides and β-trimethylsilylpropanals by acid-catalysed dehydroxysilylation accompanied by a phenylseleno-shift, and by silver-induced rearrangement of the trimethylsilylmethyl group, respectively.