Concepedia

Tandem enzyme-catalysed oxidations of alkyl phenyl sulfides and alkyl benzenes: enantiocomplementary routes to chiral phenols

Derek R. Boyd, Narain D. Sharma, Vera Ljubez, Breige E. Byrne, Steven D. Shepherd, Christopher C. R. Allen, Leonid Kulakov, Michael J. Larkin, Howard Dalton

Chemical Communications · 2002 · 29 citations · 4 references

DOI

Concepts

Abstract

Dioxygenase-catalysed trioxygenation of alkyl phenyl sulfides and alkyl benzenes yields enantiopure cis-dihydrodiol sulfoxides and triols respectively; naphthalene cis-dihydrodiol dehydrogenase-catalysed aromatisation of these diastereoisomers gives enantiopure catechols of either configuration.

References

4

The dioxygenase-catalysed formation of vicinal cis-diols

Derek R. Boyd, Gary N. Sheldrake · Natural Product Reports · 1998 · 225 citations

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Initial reactions in the oxidation of ethylbenzene by Pseudomonas putida

David T. Gibson, Brigitte Gschwendt, W.K. Yeh et al. · Biochemistry · 1973 · 133 citations

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Stereoselectivity of enzymic and chemical oxygenation of sulfur atoms in 2-methyl-1,3-benzodithiole

John R. Cashman, Leslie D. Olsen, Derek R. Boyd et al. · Journal of the American Chemical Society · 1992 · 47 citations

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Cloning and characterization of a novel<i>cis</i>-naphthalene dihydrodiol dehydrogenase gene (<i>narB</i>) from<i>Rhodococcus</i>sp. NCIMB12038

Leonid Kulakov, Christopher C. R. Allen, David A. Lipscomb et al. · FEMS Microbiology Letters · 2000 · 43 citations · Full text

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