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Synthesis 1996; 1996(4): 502-506
DOI: 10.1055/s-1996-4251
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Butyllithium Mediated Cyclization of Substituted cis-1-(Alk-4-ynyl)-2-hydroxymethyl-1-iodocyclopropanes: Synthesis of Functionalized Spiro[2.4]heptanes

Edward Piers* , Philip D. G. Coish
  • *Department of Chemistry, University of British Columbia, Vancouver, British Columbia, Canada V6T 1Z1, Fax +1(604)8222847; E-mail epier@unixg.ubc.ca
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Publication Date:
31 December 2000 (online)

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Upon treatment with 2.2 equivalents of butyllithium in diethyl ether (-78°C to r.t.), the substituted iodocyclopropanes 4-6 and 8 are transformed into the functionalized spiro[2.4]heptanes 9-11 and 13, respectively.

iodocyclopropanes - lithiocyclopropanes - cyclization - spiro[2.4]heptanes