Total Synthesis of Indole Alkaloids of the Ervatamine Group. A Biomimetic Approach

摘要

The ervatamine alkaloids (19,20-dehydroervatamine, ervatamine, methuenine, and silicine ) constitute a group of 2-acylindole alkaloids with an unusual structure, in which the tryptamine carbon atoms (C_5 and C_6) are in a rearranged situation, forming C_5-C_(16) and C_6-C_(16) bonds. Other remarkable features are the presence of a methoxycarbonyl group at C-16, absent in the methuenine-silicine series, a seven-membered C ring included in a cis-fused bicyclic system, and an ethyl or (E)-ethylidene group at C-20.