Journal of Organic Chemistry 2012-08-03

Tandem ring-opening decarboxylation of cyclopropane hemimalonates with sodium azide: a short route to γ-aminobutyric acid esters.

Michael R Emmett, Huck K Grover, Michael A Kerr

Index: J. Org. Chem. 77(15) , 6634-7, (2012)

Full Text: HTML

Abstract

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.

Related Compounds

Structure Name/CAS No. Articles
Sodium azide Structure Sodium azide
CAS:26628-22-8
H-GABA-Ome.HCl Structure H-GABA-Ome.HCl
CAS:13031-60-2