Spectral evidence for the formation of quinone methide intermediates from 5- and 7-hydroxyflavonoids

Abstract
The u.v. spectra of 5-and 7-hydroxyflavan-4-ols in acid solution are interpreted in terms of the π-π* transition of quinone methide intermediates; the enhanced reactivity of 4-substituted 7-hydroxyflavans compared to 4-substituted 7-methoxyflavans supports this mechanism which may be operative in the biozynthesis of polyflavonoids (e.g. condensed tannins).

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