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Synlett 2001; 2001(3): 0403-0405
DOI: 10.1055/s-2001-11418
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Copper(I)-Catalyzed Transfer of 1-(Trimethylsilyl)-1-alkenyl Group from Boron to Tin: Regio- and Stereoselective Synthesis of (E)-1-(Tributylstannyl)-1-(trimethylsilyl)-1-alkenes

Masayuki Hoshi* , Kazuya Shirakawa, Kiyoshige Takeda
  • *Department of Applied and Environmental Chemistry, Kitami Institute of Technology, 165 Koen-cho, Kitami, Hokkaido 090-8507, Japan; Fax + 81(1 57)24 77 19; E-mail: hoshi@lilac.hokkai.net
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Publication Date:
31 December 2001 (online)

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Stereoselective transfer of 1-(trimethylsilyl)-1-alkenyl group from boron to tin has been realized by a catalytic amount of copper(I) iodide in the presence of aqueous NaOH under extremely mild reaction conditions to provide (E)-1-(tributylstannyl)-1-(trimethylsilyl)-1-alkenes (2) exclusively in good to high yields.

transfer - copper(I) iodide - boron - tin - 1,1-dimetalloalkene

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