6533b870fe1ef96bd12cfac0
RESEARCH PRODUCT
4,5-Disubstituted 1-Methylimidazoles via Cyclization of Defined α-Aminoketones: Synthesis of Fungerin and Analogues I
Daniel PrzybylaUdo Nubbemeyersubject
Natural productSarcosinePropiolic acid010405 organic chemistryStereochemistryOrganic Chemistrychemistry.chemical_element010402 general chemistry01 natural sciencesSulfurCatalysis0104 chemical scienceschemistry.chemical_compoundFungal metabolitechemistryPrenylationBromideImidazoledescription
A protocol for the chemoselective synthesis of the fungal metabolite fungerin has been developed. First the required N-methyl α-aminoketone was generated starting from sarcosine, propiolic acid, and prenyl bromide. Marckwald thioimidazole cyclization and subsequent sulfur removal delivered the target fungerin as well as an analogue, respectively, displaying defined substitution patterns.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2016-09-23 | Synthesis |