Naturally occurring dibenzofurans. Part 3. On the structures of the rhodomyrtoxins
- 1 January 1983
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 2,p. 231-239
- https://doi.org/10.1039/p19830000231
Abstract
The degradation product of rhodomyrtoxin and ψ-rhodomyrtoxin, metabolites of the fruit of Rhodomyrtus macrocarpa Benth., previously assigned the structure 1,3,7,9-tetramethoxy-2,8-dimethyldibenzofuran (13) is now shown to be 1,3,7,9-tetramethoxy-4,6-dimethyldibenzofuran (15), the structure of this compound being determined by X-ray diffraction. By the synthesis of 1,1′-(1,3,7,9-tetrahydroxy-2,6-dimethyldibenzofuran-4,8-diyl)-3,3′-dimethyldibutan-1-one (17) and 1,1′-(1,3,7,9-tetrahydroxy-4,6-dimethyldibenzofuran-2,8-diyl)-2,3′-dimethyldibutan-1-one (2), structure (18), 1,1′-(1,3,7,9-tetrahydroxy-2,8-dimethyldibenzofuran-4,6-diyl)-3,3′-dimethyldibutan-1-one (18), is proposed for rhodomyrtoxin, and structure (1), 1,1′-(1,3,7,9-tetrahydroxy-2,8-dimethyldibenzofuran-4,6-diyl)-2,3′-dimethyldibutan-1-one (1), is confirmed for ψ-rhodomyrtoxin.This publication has 3 references indexed in Scilit:
- Naturally occurring dibenzofurans. Part 2. The synthesis of schizopeltic acidJournal of the Chemical Society, Perkin Transactions 1, 1982
- Naturally occurring dibenzofurans. Part 1. A synthesis of cannabifuranJournal of the Chemical Society, Perkin Transactions 1, 1982
- Depsidone synthesis. Part 21. A new synthesis of grisa-2′,5′-diene-3,4′-dionesJournal of the Chemical Society, Perkin Transactions 1, 1982