First synthesis of (±)-pseudohygrophorone A12, an anti-fungal cyclohexenone derivative isolated from Hygrophorus abieticola

Yuzuki Yamamoto, Naoki Mori, Hidenori Watanabe, Hirosato Takikawa

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

Pseudohygrophorones A12 and B12 are cyclohexenone derivatives isolated from Hygrophorus abieticola (Basidiomycete) as anti-phytopathogenic compounds. In this study, the first synthesis of (±)-pseudohygrophorones A12 is reported, utilizing Michael–aldol cascade reaction for constructing the 3,3-dimethyl-2,4-dioxabicyclo[3.1.1]nonan-9-one skeleton and the diastereoselective addition of alkyllithium to the one-side blocked ketone as the key steps.

Original languageEnglish
Pages (from-to)3503-3505
Number of pages3
JournalTetrahedron Letters
Volume59
Issue number38
DOIs
Publication statusPublished - 2018 Sep 19
Externally publishedYes

Keywords

  • Anti-phytopathogenic activity
  • Diastereoselectivity
  • Hygrophorus abieticola
  • Michael–aldol cascade reaction
  • Pseudohygrophorones

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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