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Synlett 1990; 1990(9): 511-514
DOI: 10.1055/s-1990-21146
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A New Route to Compounds Bearing Two Contiguous Quaternary Centres

A. Krief* , P. Barbeaux
  • *Chemistry Department, Facultés Universitaires Notre-Dame de la Paix, 61 rue de Bruxelles, B-5000 Namur, Belgium
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Publication Date:
08 March 2002 (online)

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Benzyllithiums exhibit a high propensity to add to unactivated carbon-carbon double bonds. We report here two original uses of this unusual reaction: the addition of benzyllithium derivatives to ethylene as well as an intramolecular version for the straightforward synthesis of cuparene (1,1,2-trimethyl-2-p-tolylcyclopentane), a natural produce: which possesses two contiguous quaternary centres.

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