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α-Iodocycloalkenones: Synthesis of (±)-epibatidine

✍ Scribed by Nilantha S. Sirisoma; Carl R. Johnson


Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
191 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis


A synthesis of the non-opiate analgesic alkaloid epibatidine was achieved in 13 steps and 13% overall yield starting from 1,3-cyclohexadiene using in a key step a modified Stille coupling reaction on an c~-iodocyclohexenone.


📜 SIMILAR VOLUMES


Synthesis of epibatidine
✍ Kazimir Sestanj; Edward Melenski; Ivo Jirkovsky 📂 Article 📅 1994 🏛 Elsevier Science 🌐 French ⚖ 227 KB

A total synthesis of racemic epibatidine, a natural product with analgesic activity, is described. Distinctly different from the previously published routes it starts from simple, known alkaloid in six steps.

Total synthesis of (±)-epibatidine
✍ Enrichetta Albertini; Achille Barco; Simonetta Benetti; Carmela De Risi; Gian P. 📂 Article 📅 1994 🏛 Elsevier Science 🌐 French ⚖ 257 KB