Acid-Catalyzed Rearrangement of 1,3-Bishomocubanone --Formation of Chloro and Tosyloxy Substituted Tricyclo[,8]dec-2-ene Ring System--

Kazuyuki AWANO* and Toshio OGINO

Department of Materials Engineering, Nagaoka College of Technology;
Nishikatakai 888, Nagaoka-shi 940-8532 Japan
Department of Chemistry, Faculty of Education, Niigata University;
Igarashi 2nochou, Niigata-shi 950-2181 Japan

4-Phenylpentacyclo[,5.03,9.04,8]decan-6-one underwent acid-catalyzed rearrangement to give two isomeric chloro or tosyloxy derivatives having tricyclo[,8]dec-2-ene ring system, according to the type of the acid, Lewis acid containing chlorine or TsOH.

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