Applications of biocatalytic arene ipso,ortho cis-dihydroxylation in synthesis

Simon E. Lewis

doi:10.1039/c3cc49694e

Applications of biocatalytic arene ipso,ortho cis-dihydroxylation in synthesis

Simon E. Lewis

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Abstract

The dearomatising dihydroxylation of aromatic molecules mediated by arene dioxygenase enzymes can provide cyclohexadiene-diols that are versatile starting materials for organic synthesis. Whereas oxidation of a substituted arene to give its ortho,meta-dihydrodiol has been demonstrated for numerous substrates and dioxygenases, formation of ipso,ortho-dihydrodiols has historically been underutilised in comparison. This feature article presents a chronological account of reported uses of such diols.

Original language	English
Pages (from-to)	2821-2830
Number of pages	10
Journal	Chemical Communications
Volume	50
Issue number	22
Early online date	11 Feb 2014
DOIs	https://doi.org/10.1039/c3cc49694e
Publication status	Published - 11 Feb 2014

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Authors_accepted_version___SEL_feature_articleAccepted author manuscript, 1.01 MBLicence: Unspecified

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AB - The dearomatising dihydroxylation of aromatic molecules mediated by arene dioxygenase enzymes can provide cyclohexadiene-diols that are versatile starting materials for organic synthesis. Whereas oxidation of a substituted arene to give its ortho,meta-dihydrodiol has been demonstrated for numerous substrates and dioxygenases, formation of ipso,ortho-dihydrodiols has historically been underutilised in comparison. This feature article presents a chronological account of reported uses of such diols.

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Applications of biocatalytic arene ipso,ortho cis-dihydroxylation in synthesis

Abstract

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