Total Synthesis of 6-Hydroxymetatacarboline-d Discovered from Mycena metata via the Pictet–Spengler Reaction Followed by the Horner–Wadsworth–Emmons Reaction

Abstract

Total synthesis of a new β-carboline alkaloid, 6-hydroxymetatacarboline- d , which was isolated from fruiting bodies of Mycena metata was accomplished in 14 steps. The synthetic strategy features the Pictet–Spengler reaction to construct the tricyclic core followed by amide coupling and the Horner–Wadsworth–Emmons reaction.