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Synlett 1999; 1999(9): 1415-1416
DOI: 10.1055/s-1999-2874
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Reduction of Organic Halides with Tri-2-Furanylgermane: Stoichiometric and Catalytic Reaction

Tomoaki Nakamura* , Hideki Yorimitsu, Hiroshi Shinokubo, Koichiro Oshima
  • *Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Sakyo-ku, Yoshida, Kyoto 606-8501, Japan; Fax +81-75-761-88 46; E-mail: oshima@fm1.kuic.kyoto-u.ac.jp
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Publication Date:
31 December 1999 (online)

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Triethylborane-induced radical reduction of organic halides with tri-2-furanylgermane provided the corrresponding reduced compounds in good yields. Radical cyclization of β-haloalkyl allyl ether or 6-halo-1-alkene afforded five-membered products under the same reaction conditions. These reactions proceeded with NaBH4 in the presence of a catalytic amount of germanium hydride.

tri-2-furanylgermane - triethylborane - reduction - radical reaction