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Synlett 1992; 1992(3): 189-190
DOI: 10.1055/s-1992-21308
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Novel SN2′-Type Reaction of β-(Silyl)allylic Ethers with Alkyllithiums: A Stereoselective Entry to (E)-Vinylic Silanes

Naoyuki Kishi* , Hironori Imma, Koichi Mikami, Takeshi Nakai
  • *Department of Chemical Technology, Tokyo Institute of Technology, Meguro-ku, Tokyo 152, Japan
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Publication Date:
08 March 2002 (online)

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The title reaction is shown to proceed in an addition-elimination fashion giving (E)-vinylic silanes 2 in high stereoselectivity. Its synthetic utility is demonstrated in the synthesis of (2E,5Z)-2,5-decadiene (6).