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Synlett 1993; 1993(9): 665-666
DOI: 10.1055/s-1993-22564
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Selective monoalkylation of organogembismetallics via an intramolecular nucleophilic substitution

Fabrice Chemla* , Ilane Marek, Jean-François Normant
  • *Laboratoire de Chimie des Organo-Eléments, associé au CNRS (URA 473), Université Pierre et Marie Curie, Tour 44-45, 4 place Jussieu, F-75005 Paris, France
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Publication Date:
19 March 2002 (online)

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Organogembismetallic species derived from carbozincation of alkenyllithiums were shown to undergo chlorination with phenylsulfonyl chloride to afford α-chloro carbenoids. These were able to react with organometallic nucleophiles via an intramolecular nucleophilic substitution process.