Biomimetic syntheses of phenols from polyketones.
As a result of speculation that many enzymes control polyketone cyclization in vivo by converting a key carbonyl group to a cis-enol ether derivative, we describe two novel biomimetic cyclizations. The first involves condensation of two C6 units derived from triacetic lactone to form an arylpyrone related to aloenin. In the second a naphthapyrone of the rubrofusarin type is formed by condensation of an orsellinic acid derivative with the ether of triacetic lactone.
D000873:Anthracenes / Q000138:chemical synthesis; D055598:Chemical Phenomena; D002621:Chemistry; D003500:Cyclization; D007659:Ketones; D008660:Metabolism; D010636:Phenols / Q000138:chemical synthesis*
D000873:Anthracenes; D007659:Ketones; D010636:Phenols