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Synlett 1992; 1992(9): 718-721
DOI: 10.1055/s-1992-21466
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Transmetalation Reactions of Organozirconocenes: A General, Selective, and Facile Synthesis of Ketones from Acid Chlorides

Peter Wipf* , Wenjing Xu
  • *Department of Chemistry, Chevron Science Center, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
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Publication Date:
08 March 2002 (online)

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Alkyl- and alkenylzirconocenes are prepared by hydrozirconation of alkenes and alkynes in tetrahydrofuran. Addition of acid chlorides and catalytic amounts of copper(I) bromide-dimethyl sulfide complex to the reaction mixture provides the corresponding ketones in moderate to high yields. The reaction is of a general scope both with respect to the organozirconocene (1°, 2°) and the acid chloride (aryl, alkyl, functionalized, sterically hindered). No further nucleophilic addition to the product ketone is observed.

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