Synthesis of the new furo[3,2-h]isoquinoline alkaloid, TMC-120B from Aspergillus ustus
Synthesis of the new furo[3,2-h]isoquinoline alkaloid, TMC-120B from Aspergillus ustus
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DOI：
10.1248/cpb.53.393
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发表时间：
2005-04-01
影响因子：
1.7
通讯作者：
Hibino, S
中科院分区：
文献类型：
--
作者：
Kumemura, T;Choshi, T;Hibino, S
本文报道了一个从曲霉中分离得到的呋喃并[3，2-h]异喹啉生物碱TMC 120-B（2）及其两个相关化合物的全合成。关键步骤是基于涉及苯双键的1-氮杂6 π电子系统的热电环化反应合成适当的3，7，8-三取代异喹啉框架（23）。此外，该体系的微波辅助电环化反应是新的。
A total synthesis of a new furo[3,2-h]isoquinoline alkaloid TMC120-B (2), isolated from Aspergillus ustus together with two related compounds, has been completed in sixteen steps. The key step is the synthesis of the appropriate 3,7,8-trisubstituted isoquinoline framework (23) based on a thermal electrocyclic reaction of the 1-aza 6 pi-electron system involving the benzene double bond. In addition, the microwave assisted electrocyclic reaction of this system was newly performed.