The structure of alectoronic acid and related lichen metabolites
Spectroscopic evidence is presented to show that the lichen depsidone alectoronic acid is a tautomeric compound which exists predominantly in a novel, six-membered, pseudo-acid (hydroxy lactone) form. The existence of this pseudo-acid tautomer was confirmed chemically by esterification with acidic methanol, whereupon the corresponding pseudo-ester was produced. P.m.r. spectroscopy indicated that the related depsidone, α-collatolic acid, and the lichen depside, microphyllinic acid, exhibit analogous ring-chain tautomerism.
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