A Concise Total Synthesis of Breitfussin A and B
2015 (English)In: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 17, no 1, 122-125 p.Article in journal (Refereed) PublishedText
The first total synthesis of breitfussin A and B is described. The approach features two palladium-catalyzed cross-couplings installing the indole and pyrrole onto the oxazole core and selective lithiation/iodination of a common indole-oxazole fragment providing 2,4-diiodinated or 2-iodinated oxazoles as potential precursors for breitfussin A and B, respectively. An unexpected acid promoted deiodination was utilized in the synthesis of breitfussin B. Comparison of the synthetic material with previously reported spectral data of isolated breitfussin A and B verified the structure of the breitfussin framework.
Place, publisher, year, edition, pages
2015. Vol. 17, no 1, 122-125 p.
IdentifiersURN: urn:nbn:se:umu:diva-120323DOI: 10.1021/ol503348nISI: 000347506200032PubMedID: 25514017OAI: oai:DiVA.org:umu-120323DiVA: diva2:928652