Synthesis of (+/-)-epibatidine and its analogues

被引：85

作者：

Bai, DG

Xu, R

Chu, GH

Zhu, XG

机构：

[1] Shanghai Institute of Materia Medica, Chinese Academy of Sciences

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1996年 / 61卷 / 14期

关键词：

D O I：

10.1021/jo9600666

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A nonopiate analgesic, epibatidine (1), isolated from the skin of the Ecuadoran poison frog was synthesized in racemic form starting from tropinone. Distinctly different-from the previously published approaches, this synthesis features the novel synthesis of the 7-azabicyclo[2.2.1]heptane ring system by contraction of the tropinone skeleton via Favorskii rearrangement. Five analogues of 1 were also prepared, and their analgesic activities were evaluated.

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页码：4600 / 4606

页数：7

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