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Pandey, S. K., Guttormsen, Y., Haug, B. E., Hedberg, C. & Bayer, A. (2015). A Concise Total Synthesis of Breitfussin A and B. Organic Letters, 17(1), 122-125
Open this publication in new window or tab >>A Concise Total Synthesis of Breitfussin A and B
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2015 (English)In: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 17, no 1, p. 122-125Article in journal (Refereed) Published
Abstract [en]

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.

National Category
Organic Chemistry
Identifiers
urn:nbn:se:umu:diva-120323 (URN)10.1021/ol503348n (DOI)000347506200032 ()25514017 (PubMedID)
Available from: 2016-05-16 Created: 2016-05-16 Last updated: 2018-06-07Bibliographically approved
Identifiers
ORCID iD: ORCID iD iconorcid.org/0000-0003-3014-9538

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