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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.

SUBMITTER: Kumar D 

PROVIDER: S-EPMC8028005 | biostudies-literature | 2021 Apr

REPOSITORIES: biostudies-literature

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Total Synthesis of 6-Hydroxymetatacarboline-d Discovered from <i>Mycena metata</i> via the Pictet-Spengler Reaction Followed by the Horner-Wadsworth-Emmons Reaction.

Kumar Deepak D   Vaya Dipti D   Chundawat Tejpal Singh TS  

ACS omega 20210327 13

Total synthesis of a new β-carboline alkaloid, 6-hydroxymetatacarboline-d, which was isolated from fruiting bodies of <i>Mycena metata</i> 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. ...[more]