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Chemoenzymatic total syntheses of ribisins A, B and D, polyoxygenated benzofuran derivatives displaying NGF-potentiating properties

Lan, Ping; Banwell, Martin; Willis, Anthony

Description

Total syntheses of the structures, 1, 2, and 4, assigned to the biologically active natural products ribisins A, B, and D, respectively, have been achieved using the microbially derived and enantiomerically pure cis-1,2-dihydrocatechol 5 as starting material. Key steps include Suzuki-Miyaura cross-coupling, intramolecular Mitsunobu, and tandem epoxidation/rearrangement reactions. As a result of these studies, the structures of ribisins A and D have been confirmed while that of congener B was...[Show more]

CollectionsANU Research Publications
Date published: 2014
Type: Journal article
URI: http://hdl.handle.net/1885/63051
Source: Journal of Organic Chemistry
DOI: 10.1021/jo500210k

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