Australian Journal of Chemistry p. 839 - 845 (1996)
Update date:2022-08-04
Topics:
Lawrence, Ron M.
Perlmutter, Patrick
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.
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