Journal article
A quinonoid naphthopyranone as a model for the synthesis of the pigment xylindein: Photochemical formation of the lactone ring
South African Journal of Chemistry, Vol.32(3), pp.127-129
1979
Abstract
3-Propyl-3,4,5,10-tetrahydronaphtho[2,3-c]pyran-1,5,10(1 H)- trione (5) has been synthesized with a view to determining a satisfactory pathway to its 7,9-dihydroxy-analogue (4), which it is hoped will ultimately provide a route to the extended quinonoid pigment, xylindein. A key step in the reaction sequence is the photo-rearrangement of 1,4-dimethoxy-frans- 3-pent-1 -enylnaphthalene-2-carboxylic acid (11) into the related δ-lactone (12) having the required ring system. Subsequent silver(li) oxide oxidative demethylation affords the target quinone (5).
Details
- Title
- A quinonoid naphthopyranone as a model for the synthesis of the pigment xylindein: Photochemical formation of the lactone ring
- Authors/Creators
- G.H.P. Roos (Author/Creator)R.G.F. Giles (Author/Creator)M.K. Reuben (Author/Creator)
- Publication Details
- South African Journal of Chemistry, Vol.32(3), pp.127-129
- Publisher
- South African Bureau for Scientific Publications
- Identifiers
- 991005544252907891
- Copyright
- © 1979 South African Chemical Institute (SACI)
- Murdoch Affiliation
- Murdoch University
- Language
- English
- Resource Type
- Journal article
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