Iron(III) perchlorate nonahydrate (FEP) in acetonitrile induces the inter- and intramolecular addition of dialkyl malonates to conjugated olefins (styrenes and dienes) to furnish 3,5,5-trisubstituted 2-oxotetrahydrofuran-3-carboxylic esters 3 in high yield (10 examples). Similar reactions with other olefins give 2-oxotetrahydrofurans (γ-lactones) with lower selectivity
Synthesis of γ-lactones by iron(III) perchlorate oxidation of malonic esters in the presence of olefins
CITTERIO, ATTILIO;SEBASTIANO, ROBERTO;
1990-01-01
Abstract
Iron(III) perchlorate nonahydrate (FEP) in acetonitrile induces the inter- and intramolecular addition of dialkyl malonates to conjugated olefins (styrenes and dienes) to furnish 3,5,5-trisubstituted 2-oxotetrahydrofuran-3-carboxylic esters 3 in high yield (10 examples). Similar reactions with other olefins give 2-oxotetrahydrofurans (γ-lactones) with lower selectivityFile in questo prodotto:
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