A Concise Synthesis of Presilphiperfolane Core through a Tandem TMTU-Co-Catalyzed Pauson-Khand Reaction and a 6 pi Electrocyclization Reaction (TMTU=Tetramethyl Thiourea)

作者：Zhang, Zichun; Li, Yuanhe; Zhao, Dandan; He, Yingdong; Gong, Jianxian^*; Yang, Zhen

来源：Chemistry - A European Journal, 2017, 23(6): 1258-1262.

DOI：10.1002/chem.201605438

• electrocyclic reactions
• tandem reaction
• Pauson-Khand reaction
• presilphiperfolane core
• total synthesis

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 6pelectrocyclization reactions for the formation of the highly strained core of presilphiperfolanols. The developed chemistry has been applied to the total syntheses of 4epi- presilphiperfolan-8-ol and 7-epi-presilphiperfolan-1-ol.

• 出版日期2017-1
• 单位北京大学