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Synthesis 1987; 1987(9): 819-821
DOI: 10.1055/s-1987-28086
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ε-Functionalized Organolithium Compounds: d 5-Reagents in Organic Synthesis

José Barluenga* , Covadonga Rubiera, José R. Fernández, Josefa Flórez, Miguel Yus
  • *Departamento de Química Organometálica, Facultad de Química, Universidad de Oviedo, E-33071-Oviedo, Spain
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Publication Date:
12 September 2002 (online)

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Treatment of the commercially available 5-chlorovaleryl chloride with different Grignard reagents and lithium powder leads to the formation of ε-oxidofunctionalized organolithium compounds. These dianions react with a wide variety of electrophilic reagents to afford polyfunctionalized compounds. The organolithium compounds obtained are d 5-reagents (reactivity umpolung).

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