Iminophosphorane-mediated synthesis of 1-acyl-β-carbolines: A new access to the alkaloids eudistomin T, S and xestomanzamine A of marine origin
P Molina, PM Fresneda, S García-Zafra
Index: Molina, Pedro; Fresneda, Pilar M.; Garcia-Zafra, Sagrario Tetrahedron Letters, 1996 , vol. 37, # 52 p. 9353 - 9356
Full Text: HTML
Citation Number: 30
Abstract
New syntheses of the alkaloids eudistomin T and S are described. The key step, formation of the 1-phenylacetyl β-carboline, involves a tandem aza Wittig/electrocyclic ring closure process. The first synthesis of the alkaloid xestomanzamine A is achieved by coupling of a N- protected harmane, now available via aza Wittig/electrocyclic ring closure process, with a 5- lithioimidazole derivative.
Related Articles:
[Dong, Jing; Shi, Xiao-Xin; Yan, Jing-Jing; Xing, Jing; Zhang, Qiang; Xiao, Sen European Journal of Organic Chemistry, 2010 , # 36 p. 6987 - 6992]
[Bracher, Franz; Puzik, Andreas Journal of Heterocyclic Chemistry, 2004 , vol. 41, # 2 p. 173 - 176]
Facile Synthesis of Isoquinolines, β??Carbolines, and 3??Deazapurines
[Huang, Wenhua; Li, Jingyi; Ou, Lihua Synthetic Communications, 2007 , vol. 37, # 13 p. 2137 - 2143]
[Yoshino, Hiroshi; Koike, Kazuo; Nikaido, Tamotsu Heterocycles, 1999 , vol. 51, # 2 p. 281 - 293]
Efficient one-pot synthesis of anti HIV and antitumor compounds: harman and substituted harmans
[Kusurkar, Radhika S.; Goswami, Shailesh K.; Vyas, Sandhya M. Tetrahedron Letters, 2003 , vol. 44, # 25 p. 4761 - 4763]