Journal article
Naphtho[2,3-c]pyran-5,10-quinones. Syntheses of the racemates of quinone A, quinone A′, and deoxyquinone A dimethyl ethers of 7-methoxyeleutherin, and of isoeleutherin
Journal of the Chemical Society, Perkin Transactions 1, (0), pp.2383-2388
1984
Abstract
Treatment of 3-(1-hydroxyethyl)-1,4,5,7-tetrarmethoxy-2-prop-2-enylnaphthalene (33) with potassium t-butoxide in dimethylformamide under nitrogen for a short time gave a high yield of trans-3,4-dihydro-5,7,9,10-tetramethoxy-1,3-dimethyl-1H-naphtho[2,3-c]pyran (41). This compound, with the same base and solvent, but in air, afforded a mixture comprising its cis-epimer (42), together with the two possible 4-hydroxy derivatives, namely (35) and (38). Silver(II) oxide oxidation of compounds (35), (38), (41), and (42) gave, respectively, the dimethyl ethers of quinone A, quinone A′, and deoxyquinone A, and also 7-methoxyeleutherin.
Details
- Title
- Naphtho[2,3-c]pyran-5,10-quinones. Syntheses of the racemates of quinone A, quinone A′, and deoxyquinone A dimethyl ethers of 7-methoxyeleutherin, and of isoeleutherin
- Authors/Creators
- R.G.F. Giles (Author/Creator)I.R. Green (Author/Creator)V.I. Hugo (Author/Creator)P.R.K. Mitchell (Author/Creator)S.C. Yorke (Author/Creator)
- Publication Details
- Journal of the Chemical Society, Perkin Transactions 1, (0), pp.2383-2388
- Publisher
- Royal Society of Chemistry
- Identifiers
- 991005541266507891
- Copyright
- © 1984 Royal Society of Chemistry
- Murdoch Affiliation
- Murdoch University
- Language
- English
- Resource Type
- Journal article
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