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Synthesis 1990; 1990(10): 885-886
DOI: 10.1055/s-1990-27042
DOI: 10.1055/s-1990-27042
paper
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Preparation of Crowded Olefins. Neopentylidenation of Polycycloalkanones by Wittig Dibromomethylenation Followed by Reaction with tert-Butyllithium
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Publication History
Publication Date:
17 September 2002 (online)
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.