Australian Journal of Chemistry

Chemical studies of the Proteaceae. VIII. The conversion of grevillol into rapanone and experiments on the synthesis of ardisiaquinone A

JA Croft, E Ritchie, WC Taylor

Index: Croft,J.A. et al. Australian Journal of Chemistry, 1976 , vol. 29, p. 1979 - 1987

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Citation Number: 6

Abstract

Abstract Oxidation of grevillol dimethyl ether gave 2-methoxy-6-tridecyl-1, 4-benzoquinone which on Thiele-Winter acetoxylation afforded the triacetate of 5-methoxy-3-tridecylbenzene- 1, 2, 4-triol. Hydrolysisfollowed by oxidation and demethylation then yielded rapanone. By the application of a known reaction sequence involving the Stevens rearrangement, dodec-6- ynedioic acid was converted into 5, 5'-(hexadec-8-yne-1, 16-diyl) diresorcinol tetramethyl ...

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