A chemoenzymatic synthesis of (−)-hirsutene from toluene

Martin G. Banwell; Alison J. Edwards; Gwion J. Harfoot; Katrina A. Jolliffe

doi:10.1039/b208778b

A chemoenzymatic synthesis of (−)-hirsutene from toluene

Martin G. Banwell^*, Alison J. Edwards, Gwion J. Harfoot, Katrina A. Jolliffe

^*Corresponding author for this work

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

34 Citations (Scopus)

Abstract

The enantiomerically pure cis-1,2-diol 2, which is obtained by microbial oxidation of toluene, has been converted, via a sequence of reactions including high-pressure promoted Diels–Alder cycloaddition and oxa-di-Π-methane rearrangement steps, into the triquinane (−)-hirsutene (1).

Original language	English
Pages (from-to)	2439-2441
Number of pages	3
Journal	Journal of the Chemical Society, Perkin Transactions 1
Volume	2
Issue number	22
DOIs	https://doi.org/10.1039/b208778b
Publication status	Published - 12 Sept 2002

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title = "A chemoenzymatic synthesis of (−)-hirsutene from toluene",

abstract = "The enantiomerically pure cis-1,2-diol 2, which is obtained by microbial oxidation of toluene, has been converted, via a sequence of reactions including high-pressure promoted Diels–Alder cycloaddition and oxa-di-Π-methane rearrangement steps, into the triquinane (−)-hirsutene (1).",

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AU - Edwards, Alison J.

AU - Harfoot, Gwion J.

AU - Jolliffe, Katrina A.

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AB - The enantiomerically pure cis-1,2-diol 2, which is obtained by microbial oxidation of toluene, has been converted, via a sequence of reactions including high-pressure promoted Diels–Alder cycloaddition and oxa-di-Π-methane rearrangement steps, into the triquinane (−)-hirsutene (1).

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A chemoenzymatic synthesis of (−)-hirsutene from toluene

Abstract

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