Synthesis of racemic cis-1-alkyl- and 1-aryl-2-aminocyclopropanecarboxylic esters |
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| Authors: | Sven MangelinckxNorbert De Kimpe |
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| Institution: | Department of Organic Chemistry, Faculty of Agricultural and Applied Biological Sciences, Ghent University, Coupure Links 653, B-9000 Gent, Belgium |
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| Abstract: | The title cyclic β-amino esters were synthesized stereo- and regioselectively. Starting from the corresponding 1-aryl- and 1-alkylcyclopropane-1,2-dicarboxylates, selective monosaponification and subsequent Curtius reaction leads to certain cis-1-alkyl- and 1-aryl-2-aminocyclopropanecarboxylic esters. These β-aminocyclopropanecarboxylate derivatives (β-ACCs) can be seen as useful building blocks for β-peptides. |
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| Keywords: | β-amino acids β-aminocyclopropanecarboxylic acids Curtius reaction |
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