Issue 9, 1989

Medicinal plants of Southern Africa. Part 4. Synthesis of brackenin-like molecules from 1,4-dicarbonyl precursors and by oxidative coupling. X-Ray molecular structure of racemic-2,3-dibenzyl-1,4-diphenylbutane-1,4-dione

Abstract

Oxidative coupling of appropriate trimethylsilyl enol ethers is shown to give 1,4-diaryl-1,4-diketones in acceptable yields. Subsequent dibenzylation of these intermediates affords compounds related to the naturally occuring brackenin (1). Examination of these products by 1H n.m.r. and 13C n.m.r. demonstrates that these techniques can be used for the determination of relative configurations without resorting to X-ray crystallography.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1989, 1585-1591

Medicinal plants of Southern Africa. Part 4. Synthesis of brackenin-like molecules from 1,4-dicarbonyl precursors and by oxidative coupling. X-Ray molecular structure of racemic-2,3-dibenzyl-1,4-diphenylbutane-1,4-dione

S. E. Drewes, C. J. Hogan, P. T. Kaye and G. H. P. Roos, J. Chem. Soc., Perkin Trans. 1, 1989, 1585 DOI: 10.1039/P19890001585

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