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


Michael R Emmett, Huck K Grover, Michael A Kerr. Tandem ring-opening decarboxylation of cyclopropane hemimalonates with sodium azide: a short route to γ-aminobutyric acid esters. The Journal of organic chemistry. 2012 Aug 3;77(15):6634-7

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PMID: 22775774

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