Enantioselective Total Synthesis of (-)-Incarviatone A
Enantioselective Total Synthesis of (-)-Incarviatone A
复制标题
(-)-Incarviatone A 对映选择性全合成
DOI：
10.1021/jacs.5b08551
复制
发表时间：
2015-09-23
影响因子：
15
通讯作者：
Lei, Xiaoguang
中科院分区：
文献类型：
--
作者：
Hong, Benke;Li, Chao;Lei, Xiaoguang
本文报道了从市售廉价的苯乙酸（9）出发，经14步首次全合成（-）-恩卡维亚酮A（1）。我们的早期合成依赖于可扩展的和顺序的C-H官能化以快速组装茚满基二醛框架。进一步的仿生级联策略使我们能够在一锅操作中获得天然产物。我们还进行了详细的机理研究，并揭示了所有可能的中间体和异构体形成的仿生级联过程中。
We report herein the first total synthesis of (-)-incarviatone A (1) in 14 steps starting from commercially available inexpensive phenylacetic acid (9). Our early stage synthesis relies on the scalable and sequential C-H functionalitation to rapidly assemble the indanyl dialdehyde framework. Further biomimetic cascade strategy allows us to obtain the natural product in a onepot operation. We also conduct detailed mechanistic studies and disclose all the possible intermediates and isomers formed during the biomimetic cascade process.