Jia Junhao, Chen Ruijiao, Liu Hao, Li Xiong, Jia Yuanliang, Chen Xiaochuan
Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, PR China.
Org Biomol Chem. 2016 Aug 14;14(30):7334-44. doi: 10.1039/c6ob01064d. Epub 2016 Jul 13.
(-)-Renieramycin T, an interesting tetrahydroisoquinolinequinone alkaloid with a novel renieramycin-ecteinascidin mixed framework, is synthesized from the known phenol 16 in 22 steps with 6.2% overall yield. In the convergent route, the key cyclocondensation between the isoquinoline moiety 27 and trisubstituted phenylalaninol 14 is achieved with good selectivity to furnish bistetrahydroisoquinoline 29, which permits a rapid construction of the pentacyclic framework having a fully substituted aromatic A ring.
（-）-雷尼霉素T是一种有趣的四氢异喹啉醌生物碱，具有新颖的雷尼霉素-埃博霉素混合骨架，以已知的苯酚16为原料，经22步反应合成，总收率为6.2%。在汇聚合成路线中，异喹啉部分27与三取代苯丙氨醇14之间的关键环缩合反应以良好的选择性进行，生成双四氢异喹啉29，这使得能够快速构建具有完全取代芳香A环的五环骨架。
