Synthesis 1990; 1990(10): 885-886
DOI: 10.1055/s-1990-27042
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

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
Further Information

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.