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Total Synthesis of (±)-Magnofargesin
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  • 作者:Duncan J. Wardrop ; Joseph Fritz
  • 刊名:Organic Letters
  • 出版年:2006
  • 出版时间:August 17, 2006
  • 年:2006
  • 卷:8
  • 期:17
  • 页码:3659 - 3662
  • 全文大小:100K
  • 年卷期:v.8,no.17(August 17, 2006)
  • ISSN:1523-7052
文摘
A convenient method for the preparation of 2,5-dihydrofurans by using the chemistry of alkynyl(phenyl)iodonium salts is reported. Treatmentof 3-alkoxy-1-alkynyl(phenyl)iodonium triflates with sodium benzenesulfinate generates an alkylidenecarbene, which undergoes [1,5]-C-H insertionto form 2-substituted 4-benzenesulfonyl-2,5-dihydrofurans in reasonable yield. These cyclic vinyl sulfones are functionalized in such a way asto make them useful starting materials for the preparation of lignans. The application of this methodology to the first total synthesis of(±)-magnofargesin is disclosed.

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