2012年
Total synthesis of gelsemoxonine
PURE AND APPLIED CHEMISTRY
- ,
- ,
- ,
- 巻
- 84
- 号
- 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
- ID情報
-
- DOI : 10.1351/PAC-CON-11-10-25
- ISSN : 0033-4545
- Web of Science ID : WOS:000305742400011