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Synthesis 1990; 1990(10): 885-886
DOI: 10.1055/s-1990-27042
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Preparation of Crowded Olefins. Neopentylidenation of Polycycloalkanones by Wittig Dibromomethylenation Followed by Reaction with tert-Butyllithium

George A. Olah* , An-hsiang Wu
  • *Donald P. and Katherine B. Loker Hydrocarbon Research Institute and the Department of Chemistry, University of Southern California, Los Angeles, CA 90089-1661, USA
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Publication Date:
17 September 2002 (online)

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A novel preparation of crowded olefins by neopentylidenation of polycycloalkanes is reported. The corresponding polycycloalkanones are first converted into their dibromomethylene derivatives via carbon tetrabromide/triphenylphosphine. Subsequent treatment with tert-butyllithium affords the desired neopentylidenepolycycloalkanes in good yield.

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