Simple Preparation of N-Benzyl-β-aminohydroxamic Acids by 1,3-Dipolar Cycloaddition­ of Nitrones

ABSTRACT β-Aminohydroxamic acids 6A-D are prepared in 4 steps and 30-45% overall yield from nitrones 1A-D by 1,3-dipolar cycloaddition with phenyl vinyl ether, N-benzylation, thermal rearrangement, and nucleophilic substitution of the formed phenyl ester with hydroxylamine.

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Veröffentlicht in:Synthesis (Stuttgart) 2003-06, Vol.2003 (8)
Hauptverfasser: Chevrier, Carine, Defoin, Albert
Format: Artikel
Sprache:eng
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Zusammenfassung:ABSTRACT β-Aminohydroxamic acids 6A-D are prepared in 4 steps and 30-45% overall yield from nitrones 1A-D by 1,3-dipolar cycloaddition with phenyl vinyl ether, N-benzylation, thermal rearrangement, and nucleophilic substitution of the formed phenyl ester with hydroxylamine.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-2003-39412