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

Ronald M Lawrence, Patrick Perlmutter

Research output: Contribution to journalArticleResearchpeer-review

Abstract

A new, one-pot annulation process, involving conjugate addn. of the sodium salts of di-Me (or dibenzyl) malonate to alkyl 2-(1-hydroxyalkyl)propenoates R CH(OH)C(CO2Me):CH2 (R = Me, Ph, 3-pyridinyl, 2-furanyl), produces a mixt. of dialkyl 6-aryl(or alkyl)-2-oxotetrahydro-2H-pyran-3,5-dicarboxylates I and II. Alkylations of the cis-isomers were found to be highly stereoselective. The introduction of unsatn. into these mols. is also described. [on SciFinder(R)]
Original languageEnglish
Pages (from-to)839 - 845
Number of pages7
JournalAustralian Journal of Chemistry
Volume49
Issue number8
Publication statusPublished - 1996

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