The Preparation of 4-Hydroxy-5,6-dihydro-2-pyrones and Their Conversion to Kawa-lactones as well as to Other Precursors of Naturally Occurring 2-Pyrones.

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Abstract
The dianion of ethyl acetoacetate was reacted with a series of aldehydes to give aldol-type products, which after hydrolysis and acidification readily lactonized to 4-hydroxy-5,6-dihydro-2-pyrones. Some of the lactones were methylated to give the kawa-lactones kawain, marindinin, methysticin and 5,6-dihydroyangonin. Synthetic precursors (and in 1 case possibly a biogenetic precursor) to radicinin, pestalotin [a gibberellin synergist], a pestalotin-related metabolite and nectriapyrone were prepared.

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