Synthesis of the aphin-related (±)-7,9-dideoxyquinone A and (±)-7,9-dideoxyquinone A'

T.A. Chorn; R.G.F. Giles; I.R. Green; P.R.K. Mitchell

doi:10.1039/P19830001249

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Synthesis of the aphin-related (±)-7,9-dideoxyquinone A and (±)-7,9-dideoxyquinone A'

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Synthesis of the aphin-related (±)-7,9-dideoxyquinone A and (±)-7,9-dideoxyquinone A'

T.A. Chorn, R.G.F. Giles, I.R. Green and P.R.K. Mitchell

Journal of the Chemical Society, Perkin Transactions 1, (0), pp.1249-1254

1983

DOI: https://doi.org/10.1039/P19830001249

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Abstract

The oxidative cyclisation of 3-(1-hydroxyethyl)-,1,4-dimethoxy-2-prop-1-enylnaphthalene with four equivalents of ceric ammonium nitrate to afford two 4-hydroxy-1,3-dimethylnaphtho[2,3-c]pyran-5,10-quinones with the same stereochemistry as quinones A and A′, derivatives of the aphid pigments protoaphin-fb and protoaphin-sl, is described. Certain aspects of the mechanism have been established.

Details

Title: Synthesis of the aphin-related (±)-7,9-dideoxyquinone A and (±)-7,9-dideoxyquinone A'
Authors/Creators: T.A. Chorn (Author/Creator)
R.G.F. Giles (Author/Creator)
I.R. Green (Author/Creator)
P.R.K. Mitchell (Author/Creator)
Publication Details: Journal of the Chemical Society, Perkin Transactions 1, (0), pp.1249-1254
Publisher: Royal Society of Chemistry
Identifiers: 991005542873707891
Murdoch Affiliation: Murdoch University
Language: English
Resource Type: Journal article

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