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Synlett 1994; 1994(8): 675-677
DOI: 10.1055/s-1994-22972
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A New Approach to β- and γ-Amino Esters and Amino Aldehydes by Regioselective Ozonolysis of 2,3-Dihydropyrroles and 1,2,3,4-Tetrahydropyridines

Christian Bubert* , Johannes Voigt, Silvia Biasetton, Oliver Reiser
  • *Institut f. Organische Chemie der Universität Göttingen, Tammannstr. 2, D-37077 Göttingen
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Publikationsdatum:
18. September 2002 (online)

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Upon ozonolysis of 2,3-dihydropyrroles 1a-e and 1,2,3,4-tetrahydropyridines 1f-j, either β- and γ-amino esters or amino aldehydes may be obtained in high yields; the scope and limitations of this approach are discussed. Through utilization of this methodology, an effective synthesis of various 2-aminocyclopropanecarboxylic acid derivatives (β- and γ-analogs of ACC) has been achieved.