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À propos de : Synthesis of Optically Active 2-Alkyl-3,4-iminobutanoic Acids.β-Amino Acids Containing an Aziridine Heterocycle        

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  • Synthesis of Optically Active 2-Alkyl-3,4-iminobutanoic Acids.β-Amino Acids Containing an Aziridine Heterocycle
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  • All four stereoisomers of 2-alkyl-3,4-iminobutanoic acid, a novel class of β-amino acids bearing achemically versatile aziridine ring, were synthesized starting with aspartic acid. The syntheticstrategy involves the introduction of an alkyl group at the β-position of fully protected opticallyactive aspartic acid followed by the construction of an aziridine ring making use of the α-carboxylateand α-amino groups. The α-carboxylate was reduced to the corresponding alcohol, which was thensubjected to cyclization to form an aziridine ring with the N-protected amino group. Removal ofthe protection groups yielded the target compounds.
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