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Synlett 1994; 1994(5): 343-344
DOI: 10.1055/s-1994-22847
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Synthesis and Biological Evaluation of (±)-Epibatidine and the Congeners

Kazuhiko Senokuchi* , Hisao Nakai, Masanori Kawamura, Nobuo Katsube, Shigeyuki Nonaka, Hiroyuki Sawaragi, Nobuyuki Hamanaka
  • *Minase Reseach Institute, Ono Pharmaceutical Co., Ltd., Shimamoto, Mishima, Osaka 618, Japan
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Publication Date:
22 March 2002 (online)

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A total synthesis of the non-opiate antinociceptive alkaloid (±)-epibatidine and its congeners is described, in which the key step is the reductive elimination of hydroxy function in 8a. The hydrogenolysis of 8a proceeded smoothly with retention of the configuration to afford 9a. Biological evaluation of these compounds is also included.