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The chemoenzymatic total synthesis of phellodonic acid, a biologically active and highly functionalized hirsutane derivative isolated from the tasmanian fungus Phellodon melaleucus

Reekie, Tristan; Jackson, Kerrie; Banwell, Martin; Willis, Anthony

Description

A total synthesis of the title natural product, 1, has been achieved using the cis-1,2-dihydrocatechol 7 as starting material. Compound 7 is readily obtained in large quantity and in an enantiomerically pure form through the whole-cell biotransformation of toluene using the genetically engineered microorganism E. coli JM109 (pDTG601) that overexpresses the enzyme toluene dioxygenase (TDO). Three key chemical steps were employed in the synthesis, the first of which was the microwave-promoted...[Show more]

CollectionsANU Research Publications
Date published: 2008
Type: Journal article
URI: http://hdl.handle.net/1885/50449
Source: Australian Journal of Chemistry
DOI: 10.1071/CH07403

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