Abstract
An asymmetric formal synthesis of (+)-phomactin A has been accomplished. The key steps in the synthetic strategy included establishing the AB ring system in one-pot via Prins/Conia-ene cascade cyclization reaction and the C ring formation via γ-hydroxylation of enone in the late-stage of the synthesis. The two major fragments are readily prepared from (+)-pulegone and geraniol via a modified Eschenmoser–Tanabe fragmentation strategy in 6 steps and a Sharpless asymmetric epoxidation/hydrozirconation/ Roskamp reaction sequence in 11 steps respectively.
Original language | English |
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Article number | e202304204 |
Number of pages | 11 |
Journal | ChemistrySelect |
Volume | 8 |
Issue number | 42 |
Early online date | 9 Nov 2023 |
DOIs | |
Publication status | Published - 13 Nov 2023 |
Scopus Subject Areas
- Chemistry(all)
User-Defined Keywords
- Conia-ene reaction
- Prins reaction
- formal synthesis
- phomactin A
- γ-hydroxylation