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Chemoenzymatic total syntheses of the linear triquinane-type natural products (+)-hirsutic acid and (-)-complicatic acid from toluene

Banwell, Martin; Jackson, Kerrie; Willis, Anthony


Total syntheses of title natural products, 1 and 2, have been achieved using the cis-1,2-dihydrocatechol 7 as starting material. Compound 7 is readily obtained in large quantity and enantiomerically pure form through the whole-cell biotransformation of toluene using the genetically engineered micro-organism Escherichia coli JM109 (pDTG601) that over-expresses the enzyme toluene dioxygenase (TDO). Three key chemical steps were employed in these syntheses, the first of which was a...[Show more]

CollectionsANU Research Publications
Date published: 2007
Type: Journal article
Source: Tetrahedron
DOI: 10.1016/j.tet.2007.03.073


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