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Synlett 1994; 1994(8): 645-646
DOI: 10.1055/s-1994-22959
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A Room Temperature Preparation of Alkenyllithiums by Lithium-Halogen Exchange between Alkenyl Iodides and n-BuLi in Hydrocarbon Solvents

Toshiaki Yokoo* , Hiroshi Shinokubo, Koichiro Oshima, Kiitiro Utimoto
  • *Division of Material Chemistry, Faculty of Engineering, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-01, Japan
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Publication Date:
18 September 2002 (online)

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Stereospecific lithium-halogen exchange of alkenyl iodides was performed upon treatment with butyllithium in non-polar solvents such as hexane, benzene, and toluene at 25 °C to provide alkenyllithiums quantitatively with retention of the configuration. An addition of electrophile to the lithium compounds gave the corresponding functionalized alkenes in good yields.

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