論文

査読有り
2012年

Total synthesis of gelsemoxonine

PURE AND APPLIED CHEMISTRY
  • Jun Shimokawa
  • ,
  • Takaaki Harada
  • ,
  • Satoshi Yokoshima
  • ,
  • Tohru Fukuyama

84
7
開始ページ
1643
終了ページ
1650
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.1351/PAC-CON-11-10-25
出版者・発行元
INT UNION PURE APPLIED CHEMISTRY

The first total synthesis of gelsemoxonine has been accomplished. A divinylcyclopropane-cycloheptadiene rearrangement of the highly functionalized substrate successfully assembled the spiro-quaternary carbon center connected to the bicyclic seven-membered core structure. A one-pot isomerization reaction of the alpha,beta-unsaturated aldehyde to the saturated ester via a trimethylsilyl cyanide-diazabicycloundecene (TMSCN-DBU) reagent combination allowed a facile and diastereoselective introduction of the latent nitrogen functionality in the unique azetidine moiety.

リンク情報
DOI
https://doi.org/10.1351/PAC-CON-11-10-25
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000305742400011&DestApp=WOS_CPL
ID情報
  • DOI : 10.1351/PAC-CON-11-10-25
  • ISSN : 0033-4545
  • Web of Science ID : WOS:000305742400011

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