Catalytic Dearomatization Approach to Quinolizidine Alkaloids: Five Step Total Synthesis of (±)-Lasubine II
详细信息 查看全文
- 作者：Michael J. James ; Niall D. Grant ; Peter O’Brien ; Richard J. K. Taylor ; William P. Unsworth
- 刊名：Organic Letters
- 出版年：2016
- 出版时间：December 16, 2016
- 年：2016
- 卷：18
- 期：24
- 页码：6256-6259
- 全文大小：395K
- ISSN：1523-7052
文摘
A series of high-yielding silver(I)-catalyzed cyclization reactions of pyridine-, isoquinoline-, and pyrazine-ynones are described. The operationally simple and mild reaction conditions are a significant improvement over previously reported thermal cyclizations. The quinolizinone products were also used in a novel dearomatization strategy to prepare 0.53 g of the alkaloid lasubine II in five steps and 36% overall yield.