Stereospecific conversion of iodohydrin derivatives into alkenes by means of an allylsilane-titanium tetrachloride system and its application to steseoretentive deoxygenation of epoxides

  • Yachi K
  • Maeda K
  • Shinokubo H
 et al. 
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Abstract

Whereas erythro-iodohydrin derivatives provided (E)-alkenes with high stereoselectivity upon treatment with titanium tetrachloride in the presence of allyltrimethylsilane, the corresponding threo isomers afforded (Z)-alkenes exclusively. The reaction was applied to the stereoretentive conversion of epoxides to alkenes.

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