Chemoenzymatic syntheses of the linear triquinane-type sesquiterpenes (+)-hirsutic acid and (-)-complicatic acid

Kerrie A.B. Austin; Martin G. Banwell; Gwion J. Harfoot; Anthony C. Willis

doi:10.1016/j.tetlet.2006.07.145

Chemoenzymatic syntheses of the linear triquinane-type sesquiterpenes (+)-hirsutic acid and (-)-complicatic acid

Kerrie A.B. Austin, Martin G. Banwell^*, Gwion J. Harfoot, Anthony C. Willis

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

35 Citations (Scopus)

Abstract

Formal total syntheses of the natural enantiomeric forms of the title sesquiterpenes 1 and 2 have been achieved using, as starting material, the readily available and enantiomerically pure cis-1,2-dihydrocatechol 4 derived from the whole-cell biotransformation of toluene.

Original language	English
Pages (from-to)	7381-7384
Number of pages	4
Journal	Tetrahedron Letters
Volume	47
Issue number	41
DOIs	https://doi.org/10.1016/j.tetlet.2006.07.145
Publication status	Published - 9 Oct 2006

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10.1016/j.tetlet.2006.07.145

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title = "Chemoenzymatic syntheses of the linear triquinane-type sesquiterpenes (+)-hirsutic acid and (-)-complicatic acid",

abstract = "Formal total syntheses of the natural enantiomeric forms of the title sesquiterpenes 1 and 2 have been achieved using, as starting material, the readily available and enantiomerically pure cis-1,2-dihydrocatechol 4 derived from the whole-cell biotransformation of toluene.",

keywords = "(-)-Complicatic acid, Chemoenzymatic, Diels-Alder reaction, Sesquiterpene, Triquinane, cis-1,2-Dihydrocatechol",

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AU - Austin, Kerrie A.B.

AU - Banwell, Martin G.

AU - Harfoot, Gwion J.

AU - Willis, Anthony C.

PY - 2006/10/9

Y1 - 2006/10/9

N2 - Formal total syntheses of the natural enantiomeric forms of the title sesquiterpenes 1 and 2 have been achieved using, as starting material, the readily available and enantiomerically pure cis-1,2-dihydrocatechol 4 derived from the whole-cell biotransformation of toluene.

AB - Formal total syntheses of the natural enantiomeric forms of the title sesquiterpenes 1 and 2 have been achieved using, as starting material, the readily available and enantiomerically pure cis-1,2-dihydrocatechol 4 derived from the whole-cell biotransformation of toluene.

KW - (-)-Complicatic acid

KW - Chemoenzymatic

KW - Diels-Alder reaction

KW - Sesquiterpene

KW - Triquinane

KW - cis-1,2-Dihydrocatechol

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DO - 10.1016/j.tetlet.2006.07.145

M3 - Article

SN - 0040-4039

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EP - 7384

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 41

ER -

Chemoenzymatic syntheses of the linear triquinane-type sesquiterpenes (+)-hirsutic acid and (-)-complicatic acid

Abstract

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