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Synlett 1995; 1995(2): 193-194
DOI: 10.1055/s-1995-4885
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Alkynes from 1,1-Dibromoalkenes: The Potential Role of Chelation in Bromine/Lithium Exchange by Intramolecular Trapping of the Intermediate Nucleophilic Vinylidene Carbenoid

Honoré Monti* , Patrick Charles
  • *Laboratoire de Réactivité Organique Sélective associé au CNRS, Faculté des Sciences de St Jérôme, 13397 Marseille cedex 20, France
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Publication Date:
31 December 2000 (online)

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The nucleophilic reactivity observed for a lithium vinylidene carbenoid has been interpreted as being due to an intramolecular chelation with a keto group which compete the classical metal-assisted ionization (MAI).

nucleophilic carbenoids - metal-assisted ionization - vinylcarbanions