4.7 Article

Tandem Ring-Opening Decarboxylation of Cyclopropane Hemimalonates with Sodium Azide: A Short Route to γ-Aminobutyric Acid Esters

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 15, Pages 6634-6637

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo3010606

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Funding

  1. Natural Sciences and Engineering Research Council of Canada

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Cyclopropane hemimalonates, when treated with sodium azide, undergo a tandem ring-opening decarboxylation to produce gamma-azidobutyric acids in good yields. These adducts were hydrogenated to form gamma-aminobutyric acid (GABA) methyl esters.

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