823788-09-6Relevant articles and documents
Asymmetric synthesis of (-)-incarvillateine employing an intramolecular alkylation via Rh-catalyzed olefinic C-H bond activation
Tsai, Andy S.,Bergman, Robert G.,Ellman, Jonathan A.
, p. 6316 - 6317 (2008)
An asymmetric total synthesis of (-)-incarvillateine, a natural product having potent analgesic properties, has been achieved in 11 steps and 15.4% overall yield. The key step is a rhodium-catalyzed intramolecular alkylation of an olefinic C-H bond to set two stereocenters. Additionally, this transformation produces an exocyclic, tetrasubstituted alkene through which the bicyclic piperidine moiety can readily be accessed. Copyright
Gram Scale Syntheses of (-)-Incarvillateine and Its Analogs. Discovery of Potent Analgesics for Neuropathic Pain
Huang, Bin,Zhang, Fengying,Yu, Gang,Song, Yan,Wang, Xintong,Wang, Meiliang,Gong, Zehui,Su, Ruibin,Jia, Yanxing
, p. 3953 - 3963 (2016/05/24)
(-)-Incarvillateine (INCA) is the major antinociceptive component of Incarvillea sinensis, which has been used to treat rheumatism and relieve pain in traditional Chinese medicine. We have developed a concise and general synthetic approach for INCA, which
Total synthesis of (-)-incarvilline, (+)-incarvine C, and (-)-incarvillateine
Ichikawa, Masaya,Takahashi, Masaki,Aoyagi, Sakae,Kibayashi, Chihiro
, p. 16553 - 16558 (2007/10/03)
The first total syntheses of new monoterpene alkaloids (-)-incarvilline, (+)-incarvine C, and (-)-incarvillateine, corresponding to the natural enantiomers, have been accomplished. The strategy for the synthesis of these natural products utilized 6-epi-in