Total Syntheses of (+)-Marrubiin and (−)-Marrulibacetal

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• 作者：Hiroyuki Yamakoshi ; Yuki Sawayama ; Yoshihiro Akahori ; Marie Kato ; Seiichi Nakamura
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：July 15, 2016
• 年：2016
• 卷：18
• 期：14
• 页码：3430-3433
• 全文大小：398K
• 年卷期：0
• ISSN：1523-7052

文摘

A stereoselective total synthesis of (+)-marrubiin has been accomplished starting from a chiral building block via the CyNH₂-promoted Pauson–Khand reaction (PKR) followed by oxidative cleavage of the resultant cyclopentenone ring. Two successive oxidations and internal transacetalization culminated in the total synthesis of the antispasmodic labdane diterpenoid (−)-marrulibacetal.