Synthesis of the Lycopodium Alkaloid (+)-Lycoflexine

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• 作者：Jrgen Ramharter ; Harald Weinstabl ; Johann Mulzer
• 刊名：Journal of the American Chemical Society
• 出版年：2010
• 出版时间：October 20, 2010
• 年：2010
• 卷：132
• 期：41
• 页码：14338-14339
• 全文大小：174K
• 年卷期：v.132,no.41(October 20, 2010)
• ISSN：1520-5126

文摘

The first total synthesis of (+)-lycoflexine (1), a constituent of Lycopodium clavatum var. inflexum, has been accomplished in eight steps with 13% overall yield. Our synthesis covers four one-pot reactions, including a tandem Sakurai/aldol sequence, a novel hydroboration/oxidation procedure, a deprotection/transannular Mannich reaction, and as a highlight, a tandem catalysis cascade combining an enynene ring-closing metathesis and a selective hydrogenation.