A Concise Total Synthesis of Breitfussin A and B
Permanent link
https://hdl.handle.net/10037/6971Date
2014Type
Journal articleTidsskriftartikkel
Peer reviewed
Abstract
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.
Publisher
American Chemical SocietyCitation
Organic Letters, 2015, 17 (1), pp 122–125.Metadata
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