Aldehydes react with triacetic acid lactone, 1, in the presence of piperidine to afford the pyrones 3a‐d and 5. The intermediacy of quinone‐methides of type 2a‐e has been postulated, and experimental evidence for their existence has been achieved by generation by thiophenol elimination from 7 and subsequent trapping in Diels‐Alder reactions. Two examples are given in reactivity of 7 at the sluggish C‐5 position.
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Moreno‐Mañas et al. (1986) studied this question.
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