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Paper | Regular issue | Vol 24, No. 8, 1986, pp.2239-2245
Published online, 1st January, 1970
DOI: 10.3987/R-1986-08-2239
Unusual Rearrangement Reaction of Quebrachamine Derivative Catalyzed by Cyanide Anion

Kiyoshi Yoshida, Sumihiro Nomura, Yoshihiko Nishibata, and Yoshio Ban*

*Faculty of Pharmaceutical Sciences, Toho University, 2-2-1, Miyama, Funabashi, Chiba 274-8510, Japan

Abstract

Cyanation of trimethylammonium salt 8 with potassium cyanide afforded 3-cyano derivatives 9a and 9b accompanied by a significant amount of unexpected rearrangement product 10. The structure of 10 was established by single X-ray crystallographic analysis.