Total Synthesis of (+)-Haperforin G
Total Synthesis of (+)-Haperforin G
复制标题
( )-Haperforin G 的全合成
DOI：
10.1021/acs.joc.3c00542
复制
发表时间：
2023-07-17
影响因子：
3.6
通讯作者：
Yang，Zhen
中科院分区：
文献类型：
--
作者：
Zhang，Zhenyu;Zhang，Wei;Yang，Zhen
以市售原料为原料，经20步反应合成了(+)-Hperforin G。用钴催化的分子内Pauson-Khandd反应立体选择性地构建了桥头位置具有全碳四元立体生成中心的环戊酮。利用光催化技术实现了未稳定C(SP3)自由基与烯酮的收敛和不对称交叉偶联反应。发展起来的化学方法为合成结构多样的牛血藤甲素G(6)类似物铺平了道路。
(+)-Haperforin G was synthesized in 20 steps from commercially available starting materials. A Co-catalyzed intramolecular Pauson–Khand reaction was used for stereoselective construction of cyclopentanone bearing an all-carbon quaternary stereogenic center at the bridge-head position. Light-initiated photocatalysis was used for convergent and asymmetric cross-coupling of the unstabilized C(sp3) radical with an enone. The developed chemistry paves the way to the synthesis of structurally diverse analogs of haperforin G (6).