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Synthesis 1993; 1993(1): 35-36
DOI: 10.1055/s-1993-25783
short paper
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Synthesis of Enediynes by Reaction of Bicycloalkenyldiiodonium Salts with Lithium Alkynylcuprates

Peter J. Stang* , Thorsten Blume, Viktor V. Zhdankin
  • *Chemistry Department, The University of Utah, Salt Lake City, Utah 84112, USA
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Publication Date:
17 September 2002 (online)

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Bicycloalkenyldiiodonium salts, di[phenyl(trifluoromethanesulfonyloxy) iodo]norbornadiene (1a) and di[phenyl(trifluoromethanesulfonyloxy) iodo]-3,5-epoxy-1,4-cyclohexadiene (1b) react under mild conditions, with a number of lithium alkynylcuprates, generated in situ from the corresponding lithium acetylides and copper(I) cyanide, to give the respective enediynes 2 in moderate to good isolated yields.