A Concise Synthesis of Presilphiperfolane Core through a Tandem TMTU-Co-Catalyzed Pauson-Khand Reaction and a 6π Electrocyclization Reaction (TMTU=Tetramethyl Thiourea)
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- 作者：Zichun Zhang ; Yuanhe Li ; Dandan Zhao ; Yingdong He ; Dr. Jianxian Gong and Prof. Dr. Zhen Yang
- 刊名：Chemistry - A European Journal
- 出版年：2017
- 出版时间：January 26, 2017
- 年：2017
- 卷：23
- 期：6
- 页码：1258-1262
- 全文大小：1103K
- ISSN：1521-3765
文摘
The synthesis of strained polycyclic systems from readily available precursors with a minimum number of steps and with regio- and stereochemical control constitutes an important synthetic challenge. Herein, we report a tandem reaction comprising Co–TMTU (tetramethyl thiourea)-catalyzed Pauson–Khand (PK) and 6π-electrocyclization reactions for the formation of the highly strained core of presilphiperfolanols. The developed chemistry has been applied to the total syntheses of 4-epi-presilphiperfolan-8-ol and 7-epi-presilphiperfolan-1-ol.