jo0c01051_si_001.pdf (3.12 MB)
Total Synthesis of Iheyamine A via the Cyanide-Catalyzed Imino-Stetter Reaction
journal contribution
posted on 2020-06-01, 13:03 authored by Jiye Jeon, Hyung Joo Kim, Cheol-Hong CheonThe total synthesis of iheyamine
A from readily available ethyl
2-aminocinnamate and 5-methoxyindole-2-carboxaldehyde is described.
The cyanide-catalyzed imino-Stetter reaction of an aldimine derived
from ethyl 2-aminocinnamate and 5-methoxyindole-2-carboxaldehyde provided
the desired unsymmetrical 2,2′-bisindole-3-acetic acid derivative.
The subsequent introduction of an amino group at the C-3′ position,
followed by the formation of the azepine ring, completed the total
synthesis of iheyamine A.