State Key Laboratory of Bioactive Substance and Function of Natural Medicines, and Beijing Key Laboratory of Active Substance Discovery and Druggability Evaluation , Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College , 2A NanWei Road , Xicheng District, Beijing 100050 , China.
Org Lett. 2019 Jul 19;21(14):5567-5569. doi: 10.1021/acs.orglett.9b01898. Epub 2019 Jun 26.
A concise synthesis of the tricyclo[4.3.1.0]decane caged core of palhinine alkaloids was developed with SmI-mediated cyclization and light-initiated radical addition-fragmentation as key steps. Compared with the reported racemic routes which are all based on Diels-Alder-type key reactions, our strategy would be more readily accessible to the asymmetric total syntheses of the palhinine alkaloids.
开发了一种简洁的三环[4.3.1.0]癸烷笼状核心 Palhinine 生物碱的综合方法,其中 SmI 介导的环化和光引发的自由基加成-断裂反应是关键步骤。与基于 Diels-Alder 型关键反应的已报道的外消旋路线相比,我们的策略更容易实现 Palhinine 生物碱的不对称全合成。