Concise Total Synthesis of the Bisnorditerpene (+)-(5β,8,10)-8-hydroxy-13-methylpodocarpa-9(11),13-diene-3,12-dione

详细信息    查看全文

• 作者：Shiyan Xu ; Mingjie Zhang ; Weiwei Zhang ; Dr. Xingang Xie and Prof. Dr. Xuegong She
• 刊名：Asian Journal of Organic Chemistry
• 出版年：2016
• 出版时间：August 2016
• 年：2016
• 卷：5
• 期：8
• 页码：986-990
• 全文大小：630K
• ISSN：2193-5815

文摘

The first enantioselective total synthesis of the bisnorditerpene (+)-(5β,8α,10α)-8-hydroxy-13-methylpodocarpa-9(11),13-diene-3,12-dione (1) was accomplished in 7 steps with 18.5 % overall yield from known aldehyde and chiral epoxide. Key steps of the synthesis include a cationic domino cyclization used to construct the [6,6,6] fused framework, and an oxidative dearomatization reaction used to form the 1,4-quinoid moiety.