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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 36, 2006 - Issue 12
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Original Articles

Stereoselective Synthesis of (2E, 6E, 10E)‐ Geranylgeraniol from Geranyllinalyl Acetate via Palladium‐Catalyzed Amination

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Pages 1671-1677 | Received 24 Oct 2005, Published online: 22 Aug 2006
 

Abstract

Amination of geranyllinalyl acetate 1 with diethylamine and Pd(OAc)2 · 2PPh3 as catalyst gave N,N‐diethylgeranylgeranylamine 3 (E/Z=91/9) in 85% yield. Amine 3 was treated by ethyl chloroformate followed by KOAc to give geranylgeranyl acetate 2 in 82% yield. Then 2 was hydrolyzed to afford geranylgeraniol 4 in 94% yield.

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