Download PDF
Synlett 1990; 1990(8): 483-484
DOI: 10.1055/s-1990-21136
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

The Synthesis of Cyclooctanones from Oxabicyclic Bridgehead Carbocations

George A. Kraus* , Jeff Hansen
  • *Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA
Further Information

Publication History

Publication Date:
08 March 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

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.

      >