The synthesis and some manipulations of dialkyl 6-aryl(or alkyl)-2-oxotetrahydro-2H-pyran-3,5-dicarboxylates

Article abstract of DOI:10.1071/ch9960839

A new, one-pot annulation process, involving conjugate addition of the sodium salts of dimethyl (or dibenzyl) malonate to alkyl 2-(l-hydroxyalkyl)propenoates, produces a mixture of dialkyl 6-aryl(or alkyl)-2-oxotetrahydro-2H-pyran-3,5-dicarboxylates. Alkylations of the cis-isomers were found to be highly stereoselective. The introduction of unsaturation into these molecules is also described.