Synthesis of the ABC Ring System of Jiadifenin via Pd-Catalyzed Cyclizations

Synthesis of the ABC Ring System of Jiadifenin via Pd-Catalyzed Cyclizations
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DOI:
10.1021/ol103024z
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发表时间:
2011-03-04
期刊:
影响因子:
5.2
通讯作者:
Fukuyama, Yoshiyasu
Fukuyama, Yoshiyasu
中科院分区:
化学1区
文献类型:
--
作者:
Harada, Kenichi;Imai, Akiko;Fukuyama, Yoshiyasu

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通过两个关键的钯催化环化反应,开发了一条通往加地芬中心ABC体系的有效路线。质子溶剂活化的Mizoroki-Heck反应被用来构建C-9季碳和A环。采用级联Tsuji-Trost环化/内酯化序列来建立BC环系统和C-5,C-6立体化学。
An efficient route toward the central ABC system of jiadifenin has been developed using two key Pd-catalyzed cyclizations. A protic solvent-activated Mizoroki-Heck reaction was used to construct the C-9 quaternary carbon and the A ring. A cascading Tsuji-Trost cyclization/lactonization sequence was employed to establish the BC ring system and the C-5,C-6 stereochemistry.