par Coste, Alexis;Karthikeyan, Ganesan;Couty, François;Evano, Gwilherm 
Référence Synthesis, 17, page (2927-2934)
Publication Publié, 2009
Référence Synthesis, 17, page (2927-2934)
Publication Publié, 2009
Article révisé par les pairs
| Résumé : | A straightforward total synthesis of the potent anticancer agent (–)-chaetominine is reported. Central to this synthesis was a biomimetic oxidative cyclization of a tryptophanyl-alanine dipeptide, which provided a fully elaborated 1,2,3,4-tetrahydropyrido[2,3-b]indole. Reduction of this intermediate followed by spontaneous cyclization and installation of the side chain provided synthetic chaetominine in a nine-step sequence in 14% overall yield starting from commercially available, inexpensive starting materials. |
