Volume 26, Issue 19
Natural Products
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ChemInform Abstract: Regioselective Synthesis of Ceralure B1 and A, Ethyl cis-(and trans-) 5-Iodo-trans-2-methylcyclohexane-1-carboxylate.

J. W. AVERY

J. W. AVERY

USDA-ARS-PSI Insect Chem. Ecol. Lab., Beltsville, MD 20705, USA

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R. T. CUNNINGHAM

R. T. CUNNINGHAM

USDA-ARS-PSI Insect Chem. Ecol. Lab., Beltsville, MD 20705, USA

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R. M. WATERS

R. M. WATERS

USDA-ARS-PSI Insect Chem. Ecol. Lab., Beltsville, MD 20705, USA

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First published: May 9, 1995

Abstract

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ChemInform Abstract

Ring-opening of the lactone (II) by sodium iodide and trimethylsilyl chloride followed by ethanolysis of the resulting silyl ester affords a mixture of the two carboxylates (IV) and (V). Recent studies have shown that only the isomer (IV) is the most active attractant for medflies. The mixture might replace the commercially used attractant trimedlure which contains only 20-25% of active isomers.

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