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A hetero-Diels-Alder reaction between diethyl thioxomalonate and derivatives of hexa-3,5-dienoic acid yields 5,6,6-trisubstituted 5,6-dihydro-2H-thiopyrans. The hydrolysis and decarboxylation of these compounds has been investigated. The iodo-lactonisation of these compounds has given a variety of products. Efficient routes have been developed to 4-formyl-3a,7a-dihydro-4H-thiopyrano[4,3-~]furan-2(3H)-one dimethyl acetal and the related malonic ester.t Thioxomalonate has also been generated by the reaction of dibromomalonate with KS(CS)OEt (

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