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Communication | Regular issue | Vol 20, No. 1, 1983, pp.13-17
Published online, 1st January, 1970
DOI: 10.3987/R-1983-01-0013
An Entry into and Oxatwistane System: Invenstigations of Crosswise Ring Closures in Bicyclo[2.2.2]octene or Bicyclo[2.2.2]octane Systems

Shun Inokuma, Shigenari Katayama, Kikuo Ishizumi, and Junki Katsube

*Sumitomo Pharmaceuticals Research Center, 1-98, Kasugadenaka 3-chome, Konohana-ku, Osaka 554-0022, Japan

Abstract

Crosswise ring closures in bicyclo[2.2.2]octene or bicyclo[2.2.2]octane systems were studied in order to construct an oxatwistane frame. An entry into the oxatwistane system could be achieved by either crosswise etherization of a methylbicyclooctene-methanol(20) with 12N-HCl/EtOH or intramolecular dehydration of a hydroxy-methylbicyclooctane-methanol(25).