Monoprenyl Dihydric Phenols, Chalcones and Derivatives

As examples of functionalised compounds aurogalaucin (ref.35) and flavoglaucin provide a link with synthetic monoprenyl dihydric phenols of the type discussed in 12.4. Although these two compounds (Table 12.1) do not appear to have been synthesised a study of their biosynthesis (ref. 36) illustrates a potential laboratory route through oxidation of 7-heptylsalicylic acid, synthesised by standard methods (ref. 83), by procedures such as Teuber oxidation with Fremy s salt followed by reduction, conversion of the methoxycarbonyl to the formyl group by hydride reduction and oxidation of the benzylic alcohol and finally prenylation, which would probably be non-specific. 

Ovalichalcone (ref.33, Tablet 2.1) has been derived readily by the Claisen 

COMPOUND STRUCTURE ORIGIN REF. COMPOUND STRUCTURE ORIGIN REF. 

BTCYIJC and POI.YCYCLIC COUMARINS. CHROMONES. TSOFIAVONES. FI.AVONES. TETRAI.01VES 

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