Zeolite NaY-Promoted Cyclization of Farnesal: A Short Route to Nanaimoal

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• 作者：Constantinos Tsangarakis ; Ioannis N. Lykakis ; Manolis Stratakis
• 刊名：Journal of Organic Chemistry
• 出版年：2008
• 出版时间：April 4, 2008
• 年：2008
• 卷：73
• 期：7
• 页码：2905 - 2908
• 全文大小：83K
• 年卷期：v.73,no.7(April 4, 2008)
• ISSN：1520-6904

文摘

The sesquiterpene nanaimoal was synthesized in 21% overallyield and in a biomimetic manner. As a key step, the acid-catalyzed cyclization of farnesal under zeolite NaY confinement conditions was used. The intrazeolite cyclization offarnesal affords as major product a double-bond isomer ofnanaimoal, via a novel diastereoselective tandem 1,5-dienecyclization/Prins-type reaction.