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 language | English |
|---|---|
| Pages (from-to) | 3503-3505 |
| Number of pages | 3 |
| Journal | Tetrahedron Letters |
| Volume | 59 |
| Issue number | 38 |
| DOIs | |
| Publication status | Published - 2018 Sep 19 |
| Externally published | Yes |
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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Yamamoto, Y., Mori, N., Watanabe, H., & Takikawa, H. (2018). First synthesis of (±)-pseudohygrophorone A12, an anti-fungal cyclohexenone derivative isolated from Hygrophorus abieticola. Tetrahedron Letters, 59(38), 3503-3505. https://doi.org/10.1016/j.tetlet.2018.08.027