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Attempts to mimic key bond-forming events associated with the proposed biogenesis of the pentacyclic lamellarins

Axford, Lorraine; Holden, Kate; Hasse, Katrin; Banwell, Martin; Steglich, Wolfgang; Wagler, Jorg; Willis, Anthony


The pyrrole-tethered veratroles 16 and 27 each engage in PIFA-induced oxidative cyclization reactions to give compounds 22 and 29, respectively, which incorporate a key tricyclic fragment associated with the title natural products. In contrast, the corresponding catechols 11 and 12 only produce polymeric materials on subjection to analogous reaction conditions. Efforts to study lactone ring formation by the oxidative cyclization of catechol 30 and veratrole 38 have been thwarted by an inability...[Show more]

CollectionsANU Research Publications
Date published: 2008
Type: Journal article
Source: Australian Journal of Chemistry
DOI: 10.1071/CH07402


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