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Synlett 1990; 1990(8): 483-484
DOI: 10.1055/s-1990-21136
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The Synthesis of Cyclooctanones from Oxabicyclic Bridgehead Carbocations

George A. Kraus* , Jeff Hansen
  • *Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA
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Publikationsdatum:
08. März 2002 (online)

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9-oxabicyclo[3.3.1]nonyl bridgehead carbocations prepared from 1-mesyloxy-9-oxabicyclo[3.3.1]nonane react with substitute benzene rings in the presence of titanium(IV) chloride or diethyl ether-boron trifluoride complex to produce bicyclic ethers which rearrange in situ to give 5-aryl-substituted cyclooctanones in good to excellent yield.