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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 25, 1995 - Issue 1
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Original Articles

Synthesis of (+) and (−) Epibatidine

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Pages 63-71 | Received 16 May 1994, Published online: 23 Sep 2006
 

Abstract

A practical synthesis of epibatidine (1) was developed. The key step involved selective reduction of the 5,6-double bond of 7-(tert-butyloxy-carbonyl)-2-(2-chloro-5-pyridyl)-3-(phenylsulfonyl)-7-azabicyclo[2.2.1]-heptane-2,5-diene (4) using nickel boride.

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