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Communication | Special issue | Vol 52, No. 2, 2000, pp.505-510
Published online, 1st January, 1970
DOI: 10.3987/COM-99-S48
Fe(III)-Catalyzed Radical Cyclization of Cyclopropanone Thioacetal

Hiroyuki Ohara, Kazutoshi Kubo, Toshiyuki Itoh,* Masaharu Nakamura, and Eiichi Nakamura*

*Department of Chemistry, Faculty of Education, Okayama University, 3-1-1 Tsushima-naka, Okayama 700-8530, Japan

Abstract

Oxidative severance of the cyclopropane ring of cyclopropanonethioacetal derivatives caused by treatment of 10 mol% of Ion(III) perchlorate in acetonitrile under air, subsequent cyclization with the olefinic part and reduction by an additional 1,3-dithiane giving cis-fused oxabicyclo[3.3.0]octane-1,1-trimethylenethioacetals in good yield.