Total Synthesis of (卤)-Decinine via an Oxidative Biaryl Coupling with Defined Axial Chirality

详细信息    查看全文

• 作者：Zhen-Hua Shan ; Ji Liu ; Ling-Min Xu ; Ye-Feng Tang ; Jia-Hua Chen ; Zhen Yang
• 刊名：Organic Letters
• 出版年：2012
• 出版时间：July 20, 2012
• 年：2012
• 卷：14
• 期：14
• 页码：3712-3715
• 全文大小：302K
• 年卷期：v.14,no.14(July 20, 2012)
• ISSN：1523-7052

文摘

The total synthesis of (卤)-decinine has been achieved. The key steps in the synthesis involved the formation of lasubine II via a gold catalyzed annulation of 1-(but-3-yn-1-yl)piperidine and the formation of the 12-membered ring of decinine (1) with complementary atropselectivity via a VOF₃-mediated oxidative biaryl coupling reaction.