Literature DB >> 22775774

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

Michael R Emmett1, Huck K Grover, Michael A Kerr.   

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.

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Year:  2012        PMID： 22775774     DOI： 10.1021/jo3010606

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  3 in total

1.  Lewis-Acid-Catalyzed (3+2)-Cycloadditions of Donor-Acceptor Cyclopropanes with Thioketenes.

Authors:  Grzegorz Mlostoń; Mateusz Kowalczyk; André U Augustin; Peter G Jones; Daniel B Werz
Journal:  European J Org Chem       Date:  2021-08-25

2.  Ring-Opening 1,3-Aminochalcogenation of Donor-Acceptor Cyclopropanes: A Three-Component Approach.

Authors:  André U Augustin; Peter G Jones; Daniel B Werz
Journal:  Chemistry       Date:  2019-08-07       Impact factor: 5.236

3.  Ring-Opening 1,3-Halochalcogenation of Cyclopropane Dicarboxylates.

Authors:  Jan Wallbaum; Lennart K B Garve; Peter G Jones; Daniel B Werz
Journal:  Org Lett       Date:  2016-12-14       Impact factor: 6.005
  3 in total

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